Relevant bibliographies by topics / Alkynoate

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  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters

Academic literature on the topic 'Alkynoate'

Author: Grafiati
Published: 6 September 2023

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Journal articles on the topic "Alkynoate"

1

Zeng, Yao-Fu, Dong-Hang Tan, Yunyun Chen, Wen-Xin Lv, Xu-Ge Liu, Qingjiang Li, and Honggen Wang. "Direct radical trifluoromethylthiolation and thiocyanation of aryl alkynoate esters: mild and facile synthesis of 3-trifluoromethylthiolated and 3-thiocyanated coumarins." Organic Chemistry Frontiers 2, no. 11 (2015): 1511–15. http://dx.doi.org/10.1039/c5qo00271k.

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Aparece, Mark D., and Paul A. Vadola. "Gold-Catalyzed Dearomative Spirocyclization of Aryl Alkynoate Esters." Organic Letters 16, no. 22 (November 3, 2014): 6008–11. http://dx.doi.org/10.1021/ol503022h.

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Song, Zefeng, Weijia Wang, Zhixin Liu, Yue Lu, and De Wang. "Phosphine-Catalyzed Intermolecular Dienylation of Alkynoate with para-Quinone Methides." Journal of Organic Chemistry 86, no. 13 (June 24, 2021): 8590–99. http://dx.doi.org/10.1021/acs.joc.1c00226.

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Valette, Damien, Yajing Lian, John P. Haydek, Kenneth I. Hardcastle, and Huw M. L. Davies. "Alkynoate Synthesis through the Vinylogous Reactivity of Rhodium(II) Carbenoids." Angewandte Chemie 124, no. 34 (July 16, 2012): 8764–67. http://dx.doi.org/10.1002/ange.201204047.

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Aparece, Mark D., and Paul A. Vadola. "ChemInform Abstract: Gold-Catalyzed Dearomative Spirocyclization of Aryl Alkynoate Esters." ChemInform 46, no. 18 (April 16, 2015): no. http://dx.doi.org/10.1002/chin.201518113.

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Valette, Damien, Yajing Lian, John P. Haydek, Kenneth I. Hardcastle, and Huw M. L. Davies. "Alkynoate Synthesis through the Vinylogous Reactivity of Rhodium(II) Carbenoids." Angewandte Chemie International Edition 51, no. 34 (July 16, 2012): 8636–39. http://dx.doi.org/10.1002/anie.201204047.

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Imagawa, Hiroshi, Atsushi Kinoshita, Takashi Fukuyama, Hirofumi Yamamoto, and Mugio Nishizawa. "Hg(OTf)2-catalyzed glycosylation using alkynoate as the leaving group." Tetrahedron Letters 47, no. 27 (July 2006): 4729–31. http://dx.doi.org/10.1016/j.tetlet.2006.04.114.

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Schäfer, Christian, Michel Miesch, and Laurence Miesch. "Intramolecular reductive ketone–alkynoate coupling reaction promoted by (η2-propene)titanium." Organic & Biomolecular Chemistry 10, no. 16 (2012): 3253. http://dx.doi.org/10.1039/c2ob07049a.

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Valette, Damien, Yajing Lian, John P. Haydek, Kenneth I. Hardcastle, and Huw M. L. Davies. "ChemInform Abstract: Alkynoate Synthesis Through the Vinylogous Reactivity of Rhodium(II) Carbenoids." ChemInform 44, no. 3 (January 15, 2013): no. http://dx.doi.org/10.1002/chin.201303045.

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Schaefer, Christian, Michel Miesch, and Laurence Miesch. "ChemInform Abstract: Intramolecular Reductive Ketone-Alkynoate Coupling Reaction Promoted by (η2-Propene)titanium." ChemInform 43, no. 38 (August 23, 2012): no. http://dx.doi.org/10.1002/chin.201238029.

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Dissertations / Theses on the topic "Alkynoate"

1

Ziegler, Daniel Todd. "Chiral phosphine-catalyzed asymmetric transformations of allenoates and alkynoates and photoinduced, copper-catalyzed C-N couplings with aromatic nitrogen ceterocycles." Thesis, Massachusetts Institute of Technology, 2015. http://hdl.handle.net/1721.1/98785.

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Abstract:
Thesis: Ph. D. in Organic Chemistry, Massachusetts Institute of Technology, Department of Chemistry, 2015.
Vita. Cataloged from PDF version of thesis.
Includes bibliographical references.
Chapter 1 describes the development of chiral biphenyl-derived phosphepines and their application as catalysts for an asymmetric [4 + 1] annulation to form functionalized cyclopentenes bearing a non-spirocyclic quaternary stereocenter. Additional studies demonstrate the synthetic utility of the cyclopentene products for further stereoselective functionalization and provide insight into the mechanism of the reaction. Chapter 2 describes the development of photoinduced, copper-catalyzed C-N couplings between aromatic nitrogen heterocycles (i.e., indole, benzimidazole, imidazole, and carbazole) and aryl, alkenyl, and alkynyl halides. These reactions utilize an inexpensive catalyst (Cul, without an additional ligand) and proceed at unusually low temperature for Ullmann coupling processes with these heterocycles (room temperature). Additional studies probe the selectivity of the reaction with respect to both the nucleophilic and the electrophilic coupling partner. Chapter 3 details progress towards developing a method for asymmetric, intermolecular y additions of oxygen nucleophiles to alkynoates using a chiral phosphine catalyst. Conditions are presented that effectively couple alkynoates bearing an aryl substituent at the y position with a variety of alcohols in good yield and high ee. Future efforts will be focused on expanding the scope of this process and conducting experiments to gain insight into the reaction mechanism.
by Daniel Todd Ziegler.
Ph. D. in Organic Chemistry
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2

Heinrich, Clément. "Des alcynyl-cétones fonctionnalisées : vers la synthèse de squelettes carbonés originaux." Thesis, Strasbourg, 2016. http://www.theses.fr/2016STRAF001/document.

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Les travaux décrits dans ce mémoire de thèse ont pour objet d'une part l'étude de la réactivité de céto-3-alcynoates et de céto-sulfonylynamides. Les céto-3-alcynoates conduisent à la formation d'allénoates bi- ou tricycliques par catalyse au carbonate de césium. La sélectivité est totale au niveau de l'allénoate bicyclique obtenu. Il est également possible d'effectuer cette réaction de cyclisation de façon monotope au départ de l'alcynyl-cétone correspondante, dans ce cas les allénoates tricycliques sont obtenus avec de très bons rendements. Les 3-alcynoates peuvent également être utilisés pour la synthèse de dérivés oxydés de l'acide jasmonique. Ainsi deux composés énantiomériquement enrichis, le (-)-12-COOH-JA et le (-)-12-COOH-JA-Ile, observés dans les plantes blessées on été synthétisés. Ces composés ont permis d'élucider deux voies cataboliques : une voie oxydative et une voie hydrolytique. L'étude de la réactivité de céto-sulfonylynamides en présence de triflimide d'argent a conduit à l'obtention d'aza-bicyclo[n.m.1]alcanones. Cette réaction de Conia-ène formelle s'applique à différentes cycloalcanones, ainsi qu’à une grande variété d’ynamides fonctionnalisés
The work described in this manuscript involved the reactivity of keto-3-keto-alkynoates and and keto-sulfonamides. Keto-3-alkynoates led to bi- or tricyclic allenoates in the presence of a catalytic amount of cesium carbonate. Cyclization proceeds in a totally stereoselective manner in the case of the two-carbon linker chain. A one-pot reaction starting from alkynyl ketones afforded tricyclic fused ring systems with good yields. Enantiomerically enriched, oxidized, conjugated or non-conjugated jasmonate derivatives were obtained through 3-alkynoates, in particular (-)-12-COOH-JA and (-)-12-COOH-JA-Ile found in wounded leaves. The availability of those synthetic compounds allowed deeper exploration of the complex regulation of JA-Ile hormone homeostasis and unraveled an oxidative and a hydrolytic pathway. Aza-bicyclo[n.m.1]alkanone frameworks could be obtained when keto-sulfonylynamides were treated under silver catalysis. This formal Conia-ene reaction was compatible with various cycloalkanones, as well as a wide range of functionalized ynamides
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Hsu, Wei-Chieh, and 許惟傑. "1.Highly para-Selective C-H Thioetherification2.TBHP-Promoted Synthesis of Vinyl Sulfides from Aryl Alkynoates with Disulfides." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/03075108446642975687.

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Abstract:
碩士
國立中興大學
化學系所
105
In the first part of this thesis, we report the synthesis of thioether with highly regioselectivity. The reaction proceeded through iron-catalyzed para-selective bromination followed by copper/oxalic diamide-catalyzed C-S bond cross-coupling reaction, 24 examples were reported up to 91% yield. In the second part of this thesis, a tandem oxidative reaction of alkynoates with aryl disulfides for the synthesis of vinyl sulfides via radical process has been described. The reaction proceeds through arylthiolation of a C-C triple bond, 1,4-aryl migration, and decarboxylation under metal-free conditions. This process demonstrates a multistep radical cascade reaction and also represents a strategy of direct decarboxylation of esters.
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Book chapters on the topic "Alkynoate"

1

Nelson, S. G. "O-Acylation of Aldehyde Enolates Derived from Alkynoate Anions." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-01005.

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Taber, Douglass F. "Heteroaromatics: The Mal Synthesis of Clausevatine D." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0066.

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Huanfeng Jiang of the South China University of Technology showed (J. Org. Chem. 2010, 75, 966) that an alkynoate 1 could be condensed with a 1,3-dicarbonyl compound 2 to give, under oxidizing conditions, the furan 3. Phil Ho Lee of Kangwon National University found (Tetrahedron Lett. 2010, 51, 1899) that the enyne 4 cyclized smoothly to the furan 5. Yahong Li of Suzhou University and Vladimir Gevorgyan of the University of Illinois, Chicago, demonstrated (J. Am. Chem. Soc. 2010, 132, 7645) that the cyclization of 6 proceeded with silyl migration, to give 7. François Bilodeau and Pat Forgione of Boehringer Ingelheim (Canada) optimized (J. Org. Chem. 2010, 75, 1550) the Pd-mediated decarboxylative coupling of a furoic acid 8 with 9 to give 10. This protocol also worked well with pyrrole carboxylic acids. In another transformation of a preformed pyrrole, Masatomo Iwao of Nagasaki University observed (Organic Lett. 2010, 12, 2734) that in the presence of LDA/diisopropylamine, the initially formed 2-anion from the deprotonation of 11 gave the 2-product 12 with more reactive electrophiles but the 5-product 13 with less reactive electrophiles. Umasish Jana of Jadavpur University developed (J. Org. Chem. 2010, 75, 1674) a route to more highly substituted pyrroles such as 17 using the remarkable four-component coupling of 14, 15, and 16 with nitromethane, the carbon of which was incorporated in the product. Laura L. Anderson, also of the University of Illinois, Chicago, designed (Organic Lett. 2010, 12, 2290) a clever approach to pyrroles, based on the Ir-catalyzed rearrangement of O-allyl oximes such as 18. Xiaofeng Tong of the East China University of Science and Technology reported (Chem. Commun. 2010, 312) the condensation of 20 with 21 to give the dihydropyridine 22. Base-mediated elimination of sulfinate could convert 22 into the pyridine. Jin-Quan Yu of Scripps/La Jolla found (Angew. Chem. Int. Ed. 2010, 49, 1275) that Pd-mediated activation of the nictotinamide 23 proceeded with high regioselectivity, leading to 25. Zhiping Li of Remnin University of China demonstrated (J. Org. Chem. 2010, 75, 4636) that the chloroenamine 26 cyclized to the indole 27 on exposure to NaI.
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Hou, X. L., X. S. Peng, K. S. Yeung, and H. N. C. Wong. "From 1,3-Dicarbonyl Compounds and Alkynoates." In Fully Unsaturated Small-Ring Heterocycles and Monocyclic Five-Membered Hetarenes with One Heteroatom, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-109-00069.

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Crisp, G. T. "From Alkynolates and Trialkyltin Halides." In Compounds of Group 14 (Ge, Sn, Pb), 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-005-00453.

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Williams, A. C., and N. Camp. "Zinc-Catalyzed Coupling of Phenols with Alkynoates." In Six-Membered Hetarenes with One Chalcogen, 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-014-00339.

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Williams, A. C., and N. Camp. "Reaction of Phenols with Alkynoates and Alkynoic Acids." In Six-Membered Hetarenes with One Chalcogen, 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-014-00335.

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Eagle, P. A. C. "Alkynylplumbanes or Alkynyldiplumbanes from Triaryllead Alkynoates by Decarboxylation." In Compounds of Group 14 (Ge, Sn, Pb), 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-005-00774.

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Williams, A. C., and N. Camp. "Palladium-Catalyzed Coupling of Phenols with Alkynoates and Alkynoic Acids." In Six-Membered Hetarenes with One Chalcogen, 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-014-00336.

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Nelson, S. G. "Metalation and Rearrangement of α,α-Dihalo Ketones (Alkynolate Anions)." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-00985.

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"Product Subclass 11: Lithium Alkynolates, Alkynethiolates, and Alkyneselenolates." In Category 1, Organometallics, edited by Majewski and Snieckus. Stuttgart: Georg Thieme Verlag, 2006. http://dx.doi.org/10.1055/sos-sd-008-00172.

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