Redox-Neutral Rhodium-Catalyzed [4+1] Annulation through Formal Dehydrogenative Vinylidene Insertion

被引：48

作者：

Liu, Huan ^{[1
,2
]}

Song, Shengjin ^{[1
,2
]}

Wang, Cheng-Qiang ^{[2
]}

Feng, Chao ^{[2
]}

Loh, Teck-Peng ^{[1
,3
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei, Anhui, Peoples R China

[2] Nanjing Tech Univ, Jiangsu Natl Synerget Innovat Ctr Adv Mat SICAM, SCME, Inst Adv Synth, Nanjing 210009, Jiangsu, Peoples R China

[3] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

CHEMSUSCHEM | 2017年 / 10卷 / 01期

基金：

新加坡国家研究基金会; 中国国家自然科学基金;

关键词：

amides; annulation; C-H activation; fluoroalkenes; rhodium; C-H ACTIVATION; TERMINAL ALKYNES; N BOND; EFFICIENT SYNTHESIS; INTERNAL ALKYNES; ROOM-TEMPERATURE; INDOLE SYNTHESIS; FACILE SYNTHESIS; DIAZO-COMPOUNDS; FUNCTIONALIZATION;

D O I：

10.1002/cssc.201601341

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthetic protocol for the expedient construction of 5-methylene-1H-pyrrol-2(5H)-one derivatives through rhodium-catalyzed [4+1] annulation with gem-difluoroacrylate as the C-1 component was reported. By taking advantage of the twofold C-F bond cleavage occurring during the annulation, this reaction not only allows the synthesis of these heterocyclic compounds under overall oxidant-free conditions but also renders the transformation stereospecific. The very mild reaction conditions employed ensure compatibility with a wide variety of synthetically useful functional groups.

引用

页码：58 / 61

页数：4

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