Relevant bibliographies by topics / Azadiene

Academic literature on the topic 'Azadiene'

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Published: 9 March 2023
Last updated: 10 March 2023

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Journal articles on the topic "Azadiene"

1

Malcolmson, Steven J., Kangnan Li, and Xinxin Shao. "2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines." Synlett 30, no. 11 (March 26, 2019): 1253–68. http://dx.doi.org/10.1055/s-0037-1611770.

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The development of new strategies for the preparation of chiral amines is an important objective in organic synthesis. In this Synpacts, we summarize our approach for catalytically accessing nucleophilic aminoalkyl metal species from 2-azadienes, and its application in generating a number of important but elusive chiral amine scaffolds. Reductive couplings with ketones and imines afford 1,2-amino tertiary alcohols and 1,2-diamines, respectively, whereas fluoroarylations of gem-difluoro-2-azadienes deliver α-trifluoromethylated benzylic amines.1 Introduction2 Background: Umpolung Strategies for Preparing Chiral Amines3 Background: 2-Azadienes4 Reductive Couplings of 2-Azadienes5 Fluoroarylations of gem-Difluoro-2-azadienes6 Summary and Outlook
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2

Presset, Marc, Michel Rajzmann, Guillaume Dauvergne, Jean Rodriguez, and Yoann Coquerel. "Periselectivity in the Aza-Diels–Alder Reaction of 1-Azadienes with α-Oxoketenes: A Combined Experimental and Theoretical Study." Molecules 25, no. 20 (October 20, 2020): 4811. http://dx.doi.org/10.3390/molecules25204811.

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Inversions in the periselectivity of formal aza-Diels–Alder cycloadditions between α-oxoketenes generated by a thermally-induced Wolff rearrangement and 1-azadienes were observed experimentally as a function of the α-oxoketene and the 1-azadiene, as well as the reaction temperature and time. Some unexpected inversion in the diastereoselectivity was observed, too. These variations in selectivities were fully rationalized by computational modeling using density functional theory (DFT) methods.
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3

Dong, Xiao-Yan, and Da-Ming Du. "Asymmetric 1,4-Michael Addition Reaction of Azadienes with α-Thiocyanoindanones Catalyzed by Bifunctional Chiral Squaramide." Molecules 26, no. 17 (August 25, 2021): 5146. http://dx.doi.org/10.3390/molecules26175146.

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In this paper, the organocatalytic asymmetric 1,4-Michael addition reaction of azadienes and α-thiocyanoindanones was investigated. A series of chiral benzofuran compounds containing thiocyano group and quaternary carbon center were synthesized in moderate yields with good enantioselectivities (up to 90:10 er) and high diastereoselectivities (up to >95:5 dr). This is the first case of 1,4-Michael addition reaction using α-thiocyanoindanones to obtain a series of chiral thiocyano compounds and further broaden the scope of application of azadiene substrates. In addition, a possible reaction mechanism is also described in the article.
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4

Davis, Jeremy M., Richard J. Whitby, and Albert Jaxa-Chamiec. "1-Azadiene complexes of zirconocene." Journal of the Chemical Society, Chemical Communications, no. 24 (1991): 1743. http://dx.doi.org/10.1039/c39910001743.

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5

Barluenga, José. "Azadiene derivatives as synthetic intermediates." Bulletin des Sociétés Chimiques Belges 97, no. 8-9 (September 1, 2010): 545–72. http://dx.doi.org/10.1002/bscb.19880970801.

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6

Nakamura, Itaru, Takeru Jo, Dong Zhang, and Masahiro Terada. "N-Allenylnitrone acts as 2-azadiene in the Cu-catalyzed cascade reaction of O-propargylic oximes with azodicarboxylates." Org. Chem. Front. 1, no. 8 (2014): 914–18. http://dx.doi.org/10.1039/c4qo00156g.

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7

Zhang, Gaoting, Aimin Yu, Yingjie Lei, Xiangtai Meng, and Lei Zhang. "Synthesis of novel pyridinium 1,5-zwitterions and their reactivity with isatin-based α-(trifluoromethyl)imines: a sulfur-controlled domino reaction." Organic Chemistry Frontiers 8, no. 14 (2021): 3718–23. http://dx.doi.org/10.1039/d1qo00312g.

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A new stable pyridinium 1,5-zwitterion, generated from azadiene and 4-dimethylaminopyridine, was isolated. The reaction of pyridinium 1,5-zwitterion and isatin-derived α-(trifluoromethyl)imine was regulated by temperature.
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8

Bode, J., M. He, and J. Struble. "NHC-Catalyzed Azadiene Diels-Alder Reaction." Synfacts 2006, no. 8 (August 2006): 0840. http://dx.doi.org/10.1055/s-2006-942031.

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9

Cherkaoui, Hassan, Jacques Martelli, and René Grée. "Synthesis of new functionalized azadiene carbonyliron complexes." Tetrahedron Letters 35, no. 27 (July 1994): 4781–82. http://dx.doi.org/10.1016/s0040-4039(00)76966-8.

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10

DAVIS, J. M., R. J. WHITBY, and A. JAXA-CHAMIEC. "ChemInform Abstract: 1-Azadiene Complexes of Zirconocene." ChemInform 23, no. 18 (August 22, 2010): no. http://dx.doi.org/10.1002/chin.199218247.

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Dissertations / Theses on the topic "Azadiene"

1

Neill, David. "Reactions of (azadiene)tricarbonyliron(0) complexes and bromine induced alkene/epoxide interactions." Thesis, University of Warwick, 1991. http://wrap.warwick.ac.uk/79486/.

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The bromination of alkene/epoxide mixtures leads to the fonnation of B,B'-dibromoethers (BrCR2CR20CR2CR2Br) [R=H,Me] and dibromoalkanes. The amount of B,B' -dibromoether fonned was optimised relative to the amount of dibromoalkane fonned by carrying jout the reaction in pentane at -78°C. The reaction is believed to proceed via a three step mechanism, two steps of which (the opening of bromonium ion by epoxide, and the opening of oxonium ion by Br) have been shown to occur stereospecifically. (Cinnamaldehydeanil)/tricarbonyliron(O) (4), (PhCHCHCHNPh)Fe(COh, a representative (l-azadiene )tricarbonyliron(O) complex can be prepared in 41 % yield by heating cinnamaldehydeanil (5) (PhCHCHCHNPh) with Fez(CO)9 (17). This yield could be improved to 82% by the use of ultrasound, or to 80% via a transfer reaction from a (l-oxadiene)tricarbonyliron(O) complex. l-Azadiene complexes could themselves be used as a source of -Fe(COh for a transfer reaction to butadiene ligands, the first reported use of (azadiene)tricarbonyliron(O) complexes in this way. (l-Azadiene)tricarbonyliron(O) was found to be unreactive with respect to Diels-Alder reactions. (2-Azadiene)tricarbonyliron(O) complexes (109) have never been reported. A series of 2-azadiene ligands (ArCHNCHCHCH3) [Ar = Ph- (114); Ar = 4-CIC6H4- (116); Ar = 4-MeOC6H4- (115)] were prepared, but complexation with Fe2(CO)9 (17) or Fe(CO)s (26) did not produce a tricarbonyliron(O) complex. Complexation of (115) with Fe2(CO)9 (17), however, produced a Fe2(CO)6 containing compound (118) [(4-MeO-C6H3-CH2NCHCHCH3)-Fe2(CO)6] in 10% yield.
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2

ABBIATI, GIORGIO. "Reazioni di cicloaddizione tra 1,3-diazabuta-1,3-dieni e cheteni:sintesi di diidropirimidinoni e 4-immino-azetidinoni." Doctoral thesis, Università degli Studi di Milano, 2000. http://hdl.handle.net/2434/651275.

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The work of this Ph.D. thesis is an in depth study on [4+2] and [2+2] cycloaddition reactions of 1-(4-methylphenyl) and 1-benzyl-1,3-diaza-1,3-butadienes with different ketenes, usually generated from the corresponding acid halide in the presence of a base. Reaction with phenyl, diphenyl, chloro and ethoxycarbonylketenes are described and the mechanism involved is discussed. Moreover, thermal and photochemical ring expansion reactions of azetidinones to 5,6-dihydro-3H-pyrimidin-4-ones are studied. Finally, the [2+2] cycloaddition reactions of 1-benzyl-2,4-diphenyl-1,3-diaza-1,3-butadiene with some chiral ketenes, such as beta-(dimethylphenylsilyl)ketene, beta-menthoxyketene and Evans-Sjögren ketene are investigated. The results are analysed and rationalized also on the basis of computational calculations.
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Murray, Mary Elizabeth-Ann. "Gas phase pyrolysis of azadienes and related compounds." Thesis, University of Edinburgh, 1986. http://hdl.handle.net/1842/11867.

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4

Pirani, Stefano. "Applicazioni di 1-azadieni in cicloaddizioni di Diels-Alder enantioselettive organocatalizzate." Master's thesis, Alma Mater Studiorum - Università di Bologna, 2012. http://amslaurea.unibo.it/3027/.

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Lo scopo di questo lavoro è stato quello di studiare dettagliatamente la reattività dell’N-benzilossicarbonil-1-aza-butadiene, utilizzando diversi dienofili in reazioni di Diels-Alder catalitiche enantioselettive promosse da organocatalizzatori bifunzionali in grado di dare interazioni deboli come legami a idrogeno. Questo 1-azadiene infatti può dare in linea di principio sia prodotti derivanti da reazioni di Diels-Alder a domanda elettronica diretta in cui funge da diene, sia reazioni a domanda elettronica inversa in cui il doppio legame terminale dell’1-azadiene, maggiormente reattivo in quanto meno ingombrato, funge da olefina elettronricca (reazione di Povarov). Per effettuare questo studio sono stati provati vari dienofili tra cui olefine elettron povere bi- e monosostituite che portavano alla degradazione del diene; derivati della malimmide e del pirazolo che davano cilcloaddotti derivanti dalla classica cicloaddizione [4+2] Diels-Alder con ottime conversioni in modo altamente diastereoselettivo, ma bassi eccessi enantiomerici ed infine si sono provate diverse immine che portavano al cicloaddotto della reazione di Povarov con ottimi risultati in termini di conversione e buoni eccessi enantiomerici. Quest’ultima applicazione che permette la sintesi di interessanti prodotti variamente funzionalizzabili, sarà oggetto di studio in futuro per ottimizzare le condizioni della reazione.
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5

BOUGRINE-DUFOUR, BOUCHRA. "Etude de la reactivite des n-alkyl-2-cyano-1-azadienes dans la reaction de diels-alder intramoleculaire." Paris 11, 1997. http://www.theses.fr/1997PA112017.

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Les etudes decrites dans cette these portent sur la reactivite des n-alkyl-2-cyano-1-azadienes dans la reaction de de diels-alder intramoleculaire et sur l'utilisation de ce procede pour la synthese des systemes indolizidines et indoloquinolizidines. La preparation des azadienes est realisee par traitement d'acrylamides ,-insatures avec l'anhydride triflique, suivi de l'addition de cyanure de lithium. Au cours de ce projet l'efficacite de ces cycloadditions a ete demontree, s'effectuant avec des rendements compris entre 63 et 92%. Dans le cas des indolizidines, une etude des etats de transition a ete realisee par modelisation moleculaire pour expliquer les selectivites endo et faciale observees. Grace a une analyse des resultats structuraux obtenus, il a ete demontre que lors de la localisation des etats de transition, il y a une deformation de la chaine reliant le diene au dienophile due a la minimisation des interactions 1, 3 allyliques. Cette deformation se manifestant par des torsions d'angles de valence ou d'angles diedres couteuses en energie. D'autre part, pour le cas des indoloquinolizidines, la formation de l'azadiene requiert la desactivation des groupes nucleophiles au voisinage des intermediaires o-triflyl imidates. Cependant, en presence de cyanure de tetrabutylammonium au lieu de cyanure de lithium, la reaction de la n-triflation qui est competitive a la o-triflation, est evite. Dans une autre approche, nous avons cherche a contourner le probleme de preparation de la 2-vinyltryptamine par une ouverture du cycle c de la tetrahydroharman
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6

Nascimento, Melise Lemos. "Síntese, reatividade e solvatacromismo de 1-azadienos obtidos via reação multicomponente de enaminonas." Instituto de Química, 2015. http://repositorio.ufba.br/ri/handle/ri/19187.

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CNPq, CAPES, FAPESB e INCT
O presente estudo traz reações regiosseletivas envolvendo enaminonas e sais de tetrafluorborato arenodiazônio como espécies eletrofílicas. Foram realizadas sínteses de enaminonas funcionalizadas, como as azoenaminonas, e compostos dela derivados. Dessa forma, ampliamos a quantidade de azocompostos derivados de enaminonas. As azoenaminonas são alcançadas via reação de acoplamento de sais de tetrafluorborato de arenodiazônio no carbono α-carbonílico de enaminonas, na presença de acetato de sódio. Baseando-se neste aspecto reacional, novas azoenaminonas foram sintetizadas, ampliaou-se o número de compostos azo e foram aperfeiçoados a síntese de seus derivados, os azadienos. No decorrer deste trabalho, foi possível racionalizar a síntese multicomponente para os 1-azadienos, provenientes da acetilação de azoenaminonas acíclicas derivadas da 4-amino-3-penten-2-ona. Foi proposta uma metodologia alternativa para a síntese tricomponente dos azadienos descritos na literatura. Nesta metodologia, que acontece “one-pot”, a enaminona acíclica sofre reação de acoplamento por sais de tetrafluorborato de arenodiazônio na presença do anidrido acético como solvente. Assim, foram testados diferentes sais de tetrafluorborato de arenodiazônio. Foram variados os padrões de substituição contidos no anel benzênico com a presença de grupos doadores, e/ou retiradores de elétrons. O grupo azo confere à molécula planaridade e permite que haja deslocamento de elétrons por sua estrutura, este aspecto peculiar possibilita que estes compostos apresentem atividade óptica não linear (ONL). A ONL pode ser mensurada utilizando cálculos teóricos semi-empíricos AM1. Uma vez apresentando potencialidade para ONL, o composto tende a apresentar propriedades que o tornam importantes, pois, podem ser utilizadas em tecnologias fotônicas. Dessa forma, a presença de grupos cromóforos tende a potencializar o efeito push-pull. Tal propriedade está diretamente relacionado com a hiperpolarizabilidade (β), propriedade que está diretamente relacionada a ONL. Com o intuito de contribuir com azocompostos análogos, realizou-se a síntese, caracterização e estudo solvatocrômico dos mesmos. O estudo solvatocrômico foi realizado obtendo-se espectros na região do ultravioleta-visível, identificando as principais bandas de absorção e tipos de transições eletrônicas envolvidas. Dessa forma, ampliação do escopo de novos azocompostos foi evidenciada, propondo uma nova metodologia de síntese de azadienos e um estudo solvatocrômico para os mesmos.
This report talks about regioselective reactions between enaminones and tetrafluorborate aryldiazone salts. Functionalized synthesis of enaminones, like azoenaminones, were developed and its derivatives compounds. The amount of azocompounds derivatives was amplified. The azoenaminones were obtained by coupling reactions of aryldiazone salt on the enaminone’s α- carbonyl carbon in the presence of sodium acetate. The sodium acetate, which contains on the reaction environment, neutralizes the tetrafluorboric acid from tetrafluorborate of aryldiazone that is produced by the reaction. Based on this reactional aspect, new azoenaminones were synthesized, the amount of azocompounds was amplified and also the syntheses of its derivatives– azodienes were improved. As the project was developed, was possible to rationalize the multicomponent synthesis to 1-azadienes from a reaction of acetylation of acyclic azoenaminones derivatives from 4- amine-3-penten-2-one. In addition to that an altenative methodology for the procedure described by the literature for tricomponent synthesis of azodienes was proposed. In that methodology which follows “one-pot reaction’s”, the acyclic enaminone pass through diazotization reaction starting from a reaction between aryldiazone salt and anidride acetic as a solvent. Then, different salts of aryldiazone tetrafluorborate were tested changing the substituition patterns that contains on the benzenic ring in the presence of electron donor groups and/or electron withdrawing groups. The azo group gives the molecule planarity and allows the movement of electrons happens because of its structure. This peculiar aspect allows this compounds to have optic non linear activity (ONL). The ONL might be measured by Photonic Technology. In the same way, the presence of chromophors groups tends to potencialize the effect “push-pull”. This characteristic is related to hiperpolarizability (β) which is straight related to ONL. In order to concur with analogues azocompounds, its synthesis, characterization and solvatochromic studies were developed. The solvatochromic studies were realized and the spectrums in gold-purple region were obtained and its absorption bands and eletronic transitions types involved were identified. Finally, the amplification of the scope of new azocompounds were reported and a new methodology of azodiene’s synthesis was proposed along to the solvatochromic study.
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7

Capra, Julien. "Synthese biomimetique de composes azotes biologiquement actifs." Thesis, Paris 11, 2011. http://www.theses.fr/2011PA112030.

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Ce travail de thèse est consacré à la synthèse de composés azotés biologiquement actifs s’inspirant notamment d’une réaction biosynthétique. Dans un premier temps, nos travaux avaient pour but de développer une nouvelle voie d’accès aux acides alpha-aminés par une réaction d’isomérisation énantiosélective d’imines. Après différentes études préliminaires, les meilleurs précurseurs d’acides alphaaminés par cette méthode que nous ayons identifiés sont les alpha céto amides. L’isomérisation 1,3 d’une imine formée à partir d’un alpha céto amide et de la diphénylméthanamine à l’aide de différents alcoolates chiraux a été réalisée. L’utilisation de l’alcoolate dérivé de la (+)-N-méthylpseudoéphédrine, employé en quantité sub-stœchiométrique, a permis d’obtenir l’alpha amino amide correspondant avec un excès énantiomérique de 67%. Il reste encore à mettre au point des conditions opératoires satisfaisantes pour la conversion de cet adduit en acide alpha aminé. L’étude de l’isomérisation 1,3 d’imines nous a permis de mettre en évidence une réaction de déshydrogénation 1,4 permettant d’accéder de façon originale à des 2-azadiènes et nécessitant la présence d’oxygène. Ainsi, plusieurs 2-azadiènes non activés ont été préparés par traitement basique d’imines issues de la condensation d’acétophénones et de diphénylméthanamine sous atmosphère d’air. Dans une dernière partie, l’étude de l’addition conjuguée d’une oxazolidinone chirale sur des alkylidènemalonates de dialkyle a été réalisée dans le but de développer une méthode d’accès à des acides alpha aminés. Les conditions opératoires mises au point ont permis d’obtenir une excellente diastéréosélectivité à partir de la plupart des alkylidènemalonates de dialkyle
This thesis work is devoted to the synthesis of biologically active nitrogen-containing compounds, particularly inspired by a biosynthetic reaction. Initially, our work aimed to develop a new pathway to a-amino acids using anenantioselective imine isomerization reaction. After various preliminary studies, the best precursors of a-amino acids that we have identified are a-keto amides. The 1,3isomerization of an imine formed from an a-keto amide and diphenylmethanamine using various chiral alkoxides was then conducted. The alkoxide derived from (+)-N-méthylpseudoéphédrine, employed in sub-stoichiometric quantities, allowed obtaining the corresponding a-amino amide with 67% enantiomeric excess. It still remains to develop satisfactory operating conditions for the conversion of this adduct to an a-amino acid.The study of the 1,3 isomerization of imines allowed us to bring to light a 1,4 dehydrogenation reaction, which allows an original access to 2-azadienes and which requires the presence of oxygen. Thus, several non-activated 2-azadienes have been prepared by basic treatment of imines derived from acetophenones anddiphenylmethanamine, under air atmosphere.In the last part, the study of the conjugate addition of a chiral oxazolidinone on dialkyl alkylidenemalonates was carried out, with the aim to develop a method of access to enantiopure b-amino acids. Reactions conditions developed allowed to obtain an excellent diastereoselectivity from most dialkyl alkylidenemalonates
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Abbari, Mustapha. "Réaction de p-chloro (bistriméthylsilyl) méthylène phosphine avec des diènes, des azadiènes et des alcalènes : synthèses de phosphabenzènes fonctionnalisés." Rennes 1, 1989. http://www.theses.fr/1989REN10079.

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Ce travail concerne principalement l'etude de reactions de diels alder de la p-chloro (bistrimethylsilyl) methylene phosphine avec divers dienes fonctionnalises riches et pauvres en electrons. Une voie d'acces nouvelle et relativement generale aux phosphabenzenes fonctionnalises est ainsi ouverte. Les limitations de la methode sont discutees. La derniere partie de ce travail met en evidence la possibilite de ene reactions avec la p-chloro (bistrimethylsilyl) methylene phosphine. Les enophiles sont des alcenes classiques ou des azadienes pour lesquels la ene reaction et non la reaction d'aza diels-alder est observee
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9

Poumaroux, Ambroise. "Réaction d'hétéro Diels-Alder entre des carbazole-1,4-diones et des 1- ou 2-azadiènes : application à la synthèse régiospécifique de pyridocarbazole-5,11-diones." Lyon 1, 1997. http://www.theses.fr/1997LYO1T125.

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10

Capra, Julien. "Synthèse biomimétique de composés azotés biologiquement actifs." Phd thesis, Université Paris Sud - Paris XI, 2011. http://tel.archives-ouvertes.fr/tel-00711703.

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Ce travail de thèse est consacré à la synthèse de composés azotés biologiquement actifs s'inspirant notamment d'une réaction biosynthétique. Dans un premier temps, nos travaux avaient pour but de développer une nouvelle voie d'accès aux acides α-aminés par une réaction d'isomérisation énantiosélective d'imines. Après différentes études préliminaires, les meilleurs précurseurs d'acides a-aminés par cette méthode que nous ayons identifiés sont les α-céto amides. L'isomérisation 1,3 d'une imine formée à partir d'un α-céto amide et de la diphénylméthanamine à l'aide de différents alcoolates chiraux a été réalisée. L'utilisation de l'alcoolate dérivé de la (+)-N-méthylpseudoéphédrine, employé en quantité sub-stoechiométrique, a permis d'obtenir l'α-amino amide correspondant avec un excès énantiomérique de 67%. Il reste encore à mettre au point des conditions opératoires satisfaisantes pour la conversion de cet adduit en acide α-aminé. L'étude de l'isomérisation 1,3 d'imines nous a permis de mettre en évidence une réaction de déshydrogénation 1,4 permettant d'accéder de façon originale à des 2-azadiènes et nécessitant la présence d'oxygène. Ainsi, plusieurs 2-azadiènes non activés ont été préparés par traitement basique d'imines issues de la condensation d'acétophénones et de diphénylméthanamine sous atmosphère d'air. Dans une dernière partie, l'étude de l'addition conjuguée d'une oxazolidinone chirale sur des alkylidènemalonates de dialkyle a été réalisée dans le but de développer une méthode d'accès à des acides β-aminés. Les conditions opératoires mises au point ont permis d'obtenir une excellente diastéréosélectivité à partir de la plupart des alkylidènemalonates de dialkyle.
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Books on the topic "Azadiene"

1

Morris, Kathryn Gail. Diastereoselective formation of tricarbonyl(azadiene)iron(O) complexes. [s.l.]: typescript, 1989.

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Neill, David. Reactions of (azadiene)tricarbonyliron(0) complexes and bromine induced alkene/epoxide interactions. [s.l.]: typescript, 1991.

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Book chapters on the topic "Azadiene"

1

Gallego, Mar Gómez, and Miguel A. Sierra. "Level 2 — Case 18 Unusual Diels-Alder Reactivity of Acyclic 2-Azadienes." In Organic Reaction Mechanisms, 119–24. Berlin, Heidelberg: Springer Berlin Heidelberg, 2004. http://dx.doi.org/10.1007/978-3-642-18788-9_18.

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Boger, Dale L. "Azadiene Diels-Alder Reactions: Scope and Applications." In 19th International Congress on Heterocyclic Chemistry, 31. Elsevier, 2003. http://dx.doi.org/10.1016/b978-0-08-044304-1.50024-1.

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3

"Heteroaromatic Azadienes." In Organic Chemistry, 300–357. Elsevier, 1987. http://dx.doi.org/10.1016/b978-0-08-091697-2.50013-5.

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4

Larsen, R. D., and D. Cai. "From Quinones and Azadienes." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-00734.

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Taber, Douglass F. "Heteroaromatics: The Zhou/Li Synthesis of Goniomitine." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0067.

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Abstract:
Xin-Yan Wu of East China University of Science and Technology and Jun Yang of the Shanghai Institute of Organic Chemistry added (Tetrahedron Lett. 2014, 55, 4071) the Grignard reagent 1 to propargyl alcohol 2 to give an intermediate that could be bory­lated, then coupled under Pd catalysis with an anhydride, leading to the furan 3. Fuwei Li of the Lanzhou Institute of Chemical Physics constructed (Org. Lett. 2014, 16, 5992) the furan 6 by oxidizing the keto ester 4 in the presence of the enamide 5. Yuanhong Liu of the Shanghai Institute of Organic Chemistry prepared (Angew. Chem. Int. Ed. 2014, 53, 11596) the pyrrole 9 by reducing the azadiene 7 with the Negishi reagent, then adding the nitrile 8. Yefeng Tang of Tsinghua University found (Tetrahedron Lett. 2014, 55, 6455) that the Rh carbene derived from 11 could be added to an enol silyl ether 10 to give the pyrrole 12. Pazhamalai Anbarasan of the Indian Institute of Technology Madras reported (J. Org. Chem. 2014, 79, 8428) related results. Zheng Huang of the Shanghai Institute of Organic Chemistry established (Angew. Chem. Int. Ed. 2014, 53, 1390) a connection between substituted piperidines and pyridines by dehydrogenating 13 to 15, with 14 as the acceptor. Joseph P. A. Harrity of the University of Sheffield conceived (Chem. Eur. J. 2014, 20, 12889) the cascade assembly of the pyridine 18 by cycloaddition of 16 with 17 followed by Pd-catalyzed coupling. Teck-Peng Loh of Nanyang Technological University converted (Org. Lett. 2014, 16, 3432) the keto ester 19 into the azirine, then eliminated it to form an aza­triene that cyclized to the pyridine 20. En route to a cholesteryl ester transfer protein inhibitor, Zhengxu S. Han of Boehringer Ingelheim combined (Org. Lett. 2014, 16, 4142) 21 with 22 to give an intermediate that could be oxidized to 23. Magnus Rueping of RWTH Aachen used (Angew. Chem. Int. Ed. 2014, 53, 13264) an Ir photoredox catalyst in conjunction with a Pd catalyst to cyclize the enamine 24 to the indole 25. Yingming Yao and Yingsheng Zhao of Soochow University effected (Angew. Chem. Int. Ed. 2014, 53, 9884) oxidative cyclization of 26 to 27.
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Barluenga, Jose, and Miguel Tomas. "Synthesis of Heterocycles from Azadienes." In Advances in Heterocyclic Chemistry Volume 57, 1–80. Elsevier, 1993. http://dx.doi.org/10.1016/s0065-2725(08)60886-7.

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Surman, M. D., and R. H. Hutchings. "Annulation of Fischer Carbenes with Azadienes." In Six-Membered Hetarenes with Two Unlike or More than Two Heteroatoms and Fully Unsaturated Larger-Ring Heterocycles, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-017-01160.

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8

Quirion, J. C., E. Leclerc, and P. Jubault. "Aza-Diels–Alder Reaction of 1-Azadienes." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00660.

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Boger, Dale L. "Diels–Alder Reactions of Heterocyclic Azadienes: Development of a Strategy for the Total Synthesis of Streptonigrin, Lavendamycin, and Synthetic Quinoline-5, 8-Quinones." In Strategies and Tactics in Organic Synthesis, 1–56. Elsevier, 1989. http://dx.doi.org/10.1016/b978-0-08-092429-8.50006-4.

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Conference papers on the topic "Azadiene"

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Marques, Monique F., and Silvio Cunha. "Synthesis of polisubstituted 1,3-azadienes from enaminones." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013913141011.

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Rück-Braun, Karola, and Patrick Amrhein. "Synthesis of 5-Substituted a,b-Unsaturated g-Lactams from N-Sulfinyl Azadienes by Iron-mediated Reaction Cascades and Palladiumcatalyzed Cyclocarbonylation Strategies." In The 4th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2000. http://dx.doi.org/10.3390/ecsoc-4-01793.

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You might also be interested in the extended bibliographies on the topic 'Azadiene' for particular source types:
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