Academic literature on the topic 'Ene-ynamides'

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Journal articles on the topic "Ene-ynamides"

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Wakamatsu, Hideaki, Yuichi Yoshimura, Yoshimi Sasaki, Masatoshi Kawahata, and Kentaro Yamaguchi. "Synthesis of Various Heterocycles Having a Dienamide Moiety by Ring-Closing Metathesis of Ene-ynamides." Synthesis 50, no. 17 (May 30, 2018): 3467–86. http://dx.doi.org/10.1055/s-0037-1609857.

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Ring-closing metathesis (RCM) of ynamides, having alkene substituents of various lengths on the side chain, was demonstrated using the second-generation Grubbs catalyst. When the reaction of ene-ynamides was carried out in the presence of 5 mol% of the catalyst, RCM proceeded smoothly to give quinoline or isoquinoline derivatives having a dienamide unit in good yields. Furthermore, RCM of ene-ynamides, having one more carbon on the side chain, proceeded smoothly to provide seven-membered heterocycles having a dienamide component. Similarly, eight-membered heterocycles, diazocine and benzodiazocine, were also synthesized by RCM of ene-ynamides in good yields.
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Couty, Sylvain, Christophe Meyer, and Janine Cossy. "Gold-catalyzed cycloisomerizations of ene-ynamides." Tetrahedron 65, no. 9 (February 2009): 1809–32. http://dx.doi.org/10.1016/j.tet.2008.10.108.

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Deng, Yongming, Jason Zhang, Bradley Bankhead, Jonathan P. Markham, and Matthias Zeller. "Photoinduced oxidative cyclopropanation of ene-ynamides: synthesis of 3-aza[n.1.0]bicycles via vinyl radicals." Chemical Communications 57, no. 43 (2021): 5254–57. http://dx.doi.org/10.1039/d1cc02016a.

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Marion, Frédéric, Julien Coulomb, Christine Courillon, Louis Fensterbank, and Max Malacria. "Platinum Dichloride-Catalyzed Cycloisomerization of Ene-ynamides." Organic Letters 6, no. 9 (April 2004): 1509–11. http://dx.doi.org/10.1021/ol049530g.

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Cossy, J., S. Couty, and C. Meyer. "Cycloisomerizations of Ene-Ynamides Mediated by Gold." Synfacts 2006, no. 12 (December 2006): 1241. http://dx.doi.org/10.1055/s-2006-955636.

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Couty, Sylvain, Christophe Meyer, and Janine Cossy. "Diastereoselective Gold-Catalyzed Cycloisomerizations of Ene-Ynamides." Angewandte Chemie 118, no. 40 (October 13, 2006): 6878–82. http://dx.doi.org/10.1002/ange.200602270.

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Couty, Sylvain, Christophe Meyer, and Janine Cossy. "Diastereoselective Gold-Catalyzed Cycloisomerizations of Ene-Ynamides." Angewandte Chemie International Edition 45, no. 40 (October 13, 2006): 6726–30. http://dx.doi.org/10.1002/anie.200602270.

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Nishimura, Takahiro, Yuka Takiguchi, Yuko Maeda, and Tamio Hayashi. "Rhodium-Catalyzed Asymmetric Cycloisomerization of 1,6-Ene-ynamides." Advanced Synthesis & Catalysis 355, no. 7 (April 30, 2013): 1374–82. http://dx.doi.org/10.1002/adsc.201300148.

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Nishimura, Takahiro, Yuka Takiguchi, Yuko Maeda, and Tamio Hayashi. "ChemInform Abstract: Rhodium-Catalyzed Asymmetric Cycloisomerization of 1,6-Ene-ynamides." ChemInform 44, no. 38 (August 30, 2013): no. http://dx.doi.org/10.1002/chin.201338161.

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Huang, Jian, Hui Xiong, Richard P. Hsung, C. Rameshkumar, Jason A. Mulder, and Tyler P. Grebe. "The First Successful Base-Promoted Isomerization of Propargyl Amides to Chiral Ynamides. Applications in Ring-Closing Metathesis of Ene−Ynamides and Tandem RCM of Diene−Ynamides." Organic Letters 4, no. 14 (July 2002): 2417–20. http://dx.doi.org/10.1021/ol020097p.

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Dissertations / Theses on the topic "Ene-ynamides"

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Gommenginger, Clément. "Des ynamides pour la synthèse de molécules azotées fluorées inédites." Electronic Thesis or Diss., Strasbourg, 2024. http://www.theses.fr/2024STRAF024.

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Ces travaux décrivent l’utilisation d’ynamides et de N-allènamides comme intermédiaires clés pour la synthèse d’hétérocycles azotés et fluorés inédits. Une réaction de cyclisation intramoléculaire de mésyl N-allènamides trifluorométhylés promue par le TBAF a permis la synthèse de y-sultames trifluorométhylés alors que, l’utilisation d’un mélange TBAF/acide acétique, a permis l’obtention de y-sultames gem-difluorés. La formation de diènes trifluorométhylés substitués par une fonction amide, obtenue par une réaction de métathèse d’ène-ynamides avec un aldéhyde, a permis la synthèse de plateformes moléculaires hautement fonctionnalisées. Le traitement de ces diènes par des amines primaires, a permis l’obtention stéréosélective de y-lactames trifluorométhylés à l’aide d’un processus domino d’hydroamination/isomérisation/transamidation. Enfin, la réduction régio- et stéréosélective de chaque double liaison des N-allènamides trifluorométhylés a été explorée. Des allylamides ont été obtenus par réduction de la partie énamide des N-allènamides, alors que des énamides ont été formés par isomérisation, en milieu basique des allylamides
This work describes the use of ynamides and N-allenamides as key intermediates for the synthesis of novel nitrogen and fluorine containing heterocycles. A TBAF-promoted intramolecular cyclization reaction of trifluoromethylated mesyl N-allenamides led to the synthesis of trifluoromethylated y-sultams, while the use of a TBAF/acetic acid mixture afforded gem-difluorinated y-sultams. The formation of amide-substituted trifluoromethylated dienes, obtained through metathesis of ene-ynamides with an aldehyde, enabled the synthesis of highly functionalized molecular platforms. Treatment of these dienes with primary amines enabled the stereoselective production of trifluoromethylated y-lactams via a domino hydroamination/isomerization/transamidation process. Finally, the regio- and stereoselective reduction of each double bond of trifluoromethylated N-allenamides was explored. Allylamides were obtained by reduction of the enamide part of N-allenamides, while enamides were formed by isomerization, in basic medium of allylamides
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Chang, Yi-Mei, and 張依湄. "Lewis acid-Promoted Intramolecular Cyclization Reaction of Six-Member Ring 4-Ene- and 1-Yne-Ynamides: Synthesis of 6-Azabicyclo[3.2.1]octanes, Spiro[3.5]nonanes, and Isoquinolines." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/y4x2du.

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碩士
國立臺灣師範大學
化學系
105
Abstract This dissertation covered Lewis acid-promoted intramolecular cyclization reactions of six-membered ring 4-ene- and 1-yne-ynamides afforded 6-azabicyclo[3.2.1]octane, spiro[3.5]nonane, and isoquinoline derivatives. (1) The aluminum(III) chloride-promoted cyclization/chlorination of six-membered ring 4-(N-ethynylamino)cyclohexene enabled a straight forward approach to the 6-azabicyclo[3.2.1]octane. Acid treatment of the resultant chlorinated arylideneazabicyclooctanes furnished 3-alkanoyl-4-chlorocyclohex anamines in excellent yields and high stereoselectivity. (2) The iron(III) bromide-promoted cyclization of six-membered ring 1-yneynamides provided brominated spiro[3.5]nonane derivatives. The reaction mechanism was suggested to proceed via rearrangement of N-keteniminium ion to C-ketenimine followed by cyclization of C-ketenimine generated spiro[3.5]nonane derivatives. The reaction had several advantages: easily available starting materials, inexpensive iron (III) bromide, and short reaction times. (3) The gold (I)-catalyzed intramolecular cyclization of 1-[2-(N-tosyl-N-phenylethynylethyl)]cyclohexene afforded isoquinoline derivatives in fair good yields. The reactions were procedurally simple, efficient, producing isoquinolines under mild reaction conditions. Keywords: Lewis acid, aluminum(III) chloride, iron(III) bromide, enynamides, 1-yneynamides, azabicyclo[3.2.1]octane, spiro[3.5]nonane, isoquinoline
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Book chapters on the topic "Ene-ynamides"

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Quirion, J. C. "Platinium-Mediated Cycloisomerization of Ene-Ynamides." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00699.

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Quirion, J. C. "Ring-Closing Metathesis of Ene-Ynamides." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00700.

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Witulski, B., and C. Alayrac. "Ring-Closing Ene–Yne Metathesis with Ynamides." In Three Carbon-Heteroatom Bonds: Ketenes and Derivatives, 1. Georg Thieme Verlag KG, 2006. http://dx.doi.org/10.1055/sos-sd-024-01058.

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