Divergent synthesis of 6H-isoindolo [2, 1-a] indol-6-ones and indenoindolones: an investigation of Pd-catalyzed isocyanide insertion

T Tang, X Jiang, JM Wang, YX Sun, YM Zhu

Index: Tang, Ting; Jiang, Xiao; Wang, Jin-Mei; Sun, Yin-Xing; Zhu, Yong-Ming Tetrahedron, 2014 , vol. 70, # 18 p. 2999 - 3004

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Citation Number: 18

Abstract

Abstract A novel Pd-catalyzed intramolecular cyclization via tert-butyl isocyanide insertion from 2-(2-bromophenyl)-1H-indoles has been developed, which demonstrates the utility of isocyanides in C–N or C–C bond construction. Treatment of 2-(2-bromophenyl)-1H-indoles with tert-butyl isocyanide affords 6H-isoindolo [2, 1-a] indol-6-ones with high efficiency. However, N-methyl or N-Boc protected 2-(2-bromophenyl)-1H-indoles gives ...