The benzyne Fischer-indole reaction

Research output: Contribution to journalArticle

Abstract

A new approach to the Fischer-indole synthesis is reported that uses the reactive intermediate benzyne. The addition of N-tosyl hydrazones to arynes, generated through fluoride activation of 2-(trimethylsilyl)phenyl triflate precursors, leads to efficient N-arylation. Addition of a Lewis acid to the same reaction pot then affords N-tosylindole products via Fischer cyclization. © 2011 American Chemical Society.

Bibliographical metadata

Original languageEnglish
Pages (from-to)3667-3669
Number of pages2
JournalOrganic Letters
Volume13
Issue number14
DOIs
StatePublished - 15 Jul 2011