N-Heterocyclic carbene-catalyzed formal [3 + 3] annulation of alkynoic acid esters with indolin-3-ones: access to functionalized pyrano[3,2-b]indol-2-ones
Literature Information
Publication Date
2019-05-13
DOI
10.1039/C9QO00468H
Impact Factor
5.281
Authors
Kewen Sun, Shiyi Jin, Shuaishuai Fang, Rui Ma, Xinmiao Zhang, Maoyu Gao, Wanqi Zhang, Tao Lu, Ding Du
View Original
Abstract
An N-heterocyclic carbene-catalyzed formal [3 + 3] annulation of alkynoic acid esters with indolin-3-ones has been developed for the rapid and efficient construction of the pyrano[3,2-b]indol-2-one skeleton, which is found as the core structure in numerous biologically active compounds. The catalytically generated alkynyl acylazoliums through the combination of a carbene with alkynoic acid esters proved to be the key for the success of this transformation, which enriches and explores the chemistry of alkynyl acylazolium intermediates.
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Organic Chemistry Frontiers
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