A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds

Manickam Bakthadoss; Mohammad Mushaf

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A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds

机译：通过四次多米诺骨牌反应的远端乙烯基移位（DVS）：N-乙烯基苯并杂环支架的合成

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A conceptually novel Distal Vinyl Shift (DVS) through quadruple domino reaction involving imine formation, oxazole/thiazole/oxazine formation, aza-Michael addition and selective retro oxa/aza-Michael addition leading towards N -vinyl benzoxazoles/benzothiazoles/ N -vinyl 1,3-benzoxazines has been developed for the first time. This reaction is highly stereoselective and was carried out efficiently without using any catalyst as well as column chromatography purification with wide substrate scope in very good to excellent yields.

机译：一种概念上新颖的远距离乙烯基转移（DVS），通过四次多米诺反应，包括亚胺形成，恶唑/噻唑/恶嗪形成，氮杂-迈克尔加成反应和选择性的逆向恶唑/氮杂-迈克尔加成反应，导致N-乙烯基苯并恶唑/苯并噻唑/ N-乙烯基1 ，3-苯并恶嗪首次被开发出来。该反应是高度立体选择性的，无需使用任何催化剂即可有效地进行，并且具有宽范围的底物范围的柱色谱纯化以非常好的至优异的产率。

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《RSC Advances》 |2018年第22期|共5页
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Manickam Bakthadoss; Mohammad Mushaf;
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1. A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds [J] . Bakthadoss Manickam, Mushaf Mohammad RSC Advances . 2018,第22期

机译：通过四重二聚体反应的远端乙烯基换档（DVS）：合成N-乙烯基苯并苯并苯并环纤维支架
2. Poly(N-vinyl pyrrolidone)-block-Poly(N-vinyl carbazole)-block-Poly(N-vinyl pyrrolidone) Triblock Copolymers: Synthesis via RAFT/MADIX Process, Self-Assembly Behavior, and Photophysical Properties [J] . Xiang Yixin, Cong Houluo, Li Lei, Journal of Polymer Science, Part A. Polymer Chemistry . 2016,第12期

机译：聚（N-乙烯基吡咯烷酮）-嵌段-（N-乙烯基咔唑）-嵌段（N-乙烯基吡咯烷酮）三嵌段共聚物：通过RAFT / MADIX工艺合成，自组装行为和光物理性质
3. A DFT study of [3+2] cycloaddition reactions of an azomethine imine with N-vinyl pyrrole and N-vinyl tetrahydroindole [J] . Rios-Gutierrez Mar, Chafaa Fouad, Nacereddine Abdelmalek Khorief, Journal of molecular graphics & modelling . 2016,第期

机译：用N-乙烯基吡咯和N-乙烯基四氢吲哚的唑甲磺酸亚胺的[3 + 2]环加成反应的DFT研究
4. Design and synthesis of antifungal benzoheterocyclic derivatives by scaffold hopping [C] . Chunquan Sheng, Xiaoying Che, Wenya Wang, International conference of molecular simulations and applied informatics technologies . 2012

机译：支架跳跃法设计和合成抗真菌苯并杂环衍生物
5. The Synthesis of Hindered Carbon-Carbon Bonds via the Reaction of N-Vinyl Nitrones and Heterocumulenes, and the Selective Protection of 1,3-Diols. [D] . Chando, Katelyn Marie. 2016

机译：通过N-乙烯基硝基和杂枯烯的反应合成受阻碳-碳键，以及1,3-二元醇的选择性保护。
6. Reaction of 2244-tetrakis(trifluoromethyl)-13-dithiethane with N-vinyl compounds [O] . Viacheslav A Petrov, Will Marshall 2013

机译：2244-四（三氟甲基）-13-二乙基乙烷与N-乙烯基化合物的反应
7. Diastereoselective Piperidine Synthesis through DDQ-Mediated Oxidative Cyclization of Enamides, N-Vinyl Carbamates, and N-Vinyl Sulfonamides [O] . Brizgys Gediminas J. 2011

机译：通过DDQ介导的酰胺，N-乙烯基氨基甲酸酯和N-乙烯基磺酰胺的氧化环化反应合成非对映选择性哌啶

A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds

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