Phosphine-Catalyzed [3+2] Cycloaddition and Vinylation of Indole-Derived alpha,alpha-Dicyanoolefins with gamma-Substituted Allenoates

A phosphine-catalyzed [3+2] cycloaddition of gamma-substituted allenoates with alpha,alpha-dicyanoolefins has been established, affording indole-incorporated highly functionalized cyclopentenes. In addition, the vinylation of indole-derived alpha,alpha-dicyanoolefins has also been realized under the...

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Bibliographic Details
Published inAsian journal of organic chemistry Vol. 8; no. 10; pp. 1893 - 1902
Main Authors Yuan, Chang, Tan, Hao, Jiang, Xue-Fei, Liu, Si, Jiang, Lu, Cao, Qi-Ying, Xu, Xing-Jie, Deng, Xiao-Yan, Pan, Guan-Nan, Chen, Jian-Yang, Cui, Hai-Lei
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.10.2019
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Phosphine
ANNULATION
ALLENE
Cyclopentene
2,3-BUTADIENOATES
DISCOVERY
Cycloaddition
Allenoate
alpha-Dicyanoolefin
RING
alpha
CONSTRUCTION
DERIVATIVES
ACCESS
ELECTRON-DEFICIENT OLEFINS
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Summary:A phosphine-catalyzed [3+2] cycloaddition of gamma-substituted allenoates with alpha,alpha-dicyanoolefins has been established, affording indole-incorporated highly functionalized cyclopentenes. In addition, the vinylation of indole-derived alpha,alpha-dicyanoolefins has also been realized under the same reaction conditions by switching to indole-derived alpha,alpha-dicyanoolefins without protective group at N-1 position.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201900393