dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls

Qiongwen Kang, Yan Wang, Zongkang Wang, Nana Fei, Peng He, Lingkai Kong, Yanzhong Li

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

A dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls under mild conditions has been developed. The desired products were obtained in high to excellent yields. A mechanism involving the formation of the key intermediate 3-indolol-2-carboxamide, which originates from an indolyl dimer intermediate is proposed. The notable advantages of this process include good functional group tolerance, excellent yields, and operational simplicity.

Original languageEnglish
JournalOrganic Chemistry Frontiers
DOIs
StateAccepted/In press - 2024

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