An Assembly of Pyrano[3,2‐b]indol‐2‐ones via NHC‐Catalyzed [3 + 3] Annulation of Indolin‐3‐ones with Ynals

Author:

Wang Xia1,Zhang Shulei1,Wang Shao‐Jie1,An Hao1,Xin Xiaolan1,Lin Haonan2,Tu Zhifeng1,Lu Shenci1

Affiliation:

1. Frontiers Science Center for Flexible Electronics (FSCFE) Shaanxi Institute of Flexible Electronics (SIFE) & Shaanxi Institute of Biomedical Materials and Engineering (SIBME), Northwestern Polytechnical University (NPU) 127 West Youyi Road Xi'an Shaanxi 710072 China

2. School of Chemistry and Chemical Engineering Northwestern Polytechnical University (NPU) 127 West Youyi Road Xi'an Shaanxi 710072 China

Abstract

Comprehensive SummaryWe report herein an unprecedented N‐heterocyclic carbene‐catalyzed formal [3 + 3] annulation of ynals with N‐Ts indolin‐3‐ones under the oxidation condition affording the functionalized pyrano[3,2‐b]indol‐2‐ones. The alkynyl acylazoliums via the combination of a carbene with ynals in the presence of oxidate proved to be the important intermediates for the success of this transformation. This method features a broad substrate scope and mild conditions, including axially chiral skeletons with suitable substitutions.

Publisher

Wiley

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