Synthesis of 2,3-Fused Indoline Aminals via 4 + 2 Cycloaddition of NH-free Benzazetidines with Indoles

Zibo Bai, Huarong Tong, Hao Wang, Gong Chen, Gang He

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

A 4 + 2 cycloaddition reaction of NH-free benzazetidines with indoles under the catalysis of camphorsulfonic acid was developed. This method shows a broad substrate scope of benzazetidines and indoles, and offers a convenient method for stereoselective synthesis of various cis-2,3-fused indoline aminals. Preliminary mechanistic studies suggest the reaction proceed via a stepwise pathway featuring an electrophilic attack on the benzylic carbon of benzazetidine.

Original languageEnglish (US)
Pages (from-to)119-125
Number of pages7
JournalChinese Journal of Chemistry
Volume37
Issue number2
DOIs
StatePublished - Feb 1 2019

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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