Thermal reaction of 4-(p-aminophenyl)-1-sulfonyl-1,2,3-triazoles furnishing benzoyl cyanides through N-sulfinyl imine intermediates

Tomoya Miura, Qiang Zhao, Yuuta Funakoshi, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

A thermal reaction of 4-(p-aminophenyl)-1-sulfonyl-1,2,3- triazoles forming benzoyl cyanides is reported. A carbene species thermally generated from the triazole by denitrogenation undergoes intramolecular oxygen migration from sulfur to carbon, giving an N-sulfinyl benzoylimine intermediate. The subsequent Cope-type elimination of the sulfinyl group gives rise to cyano functionality.

Original languageEnglish
Pages (from-to)967-969
Number of pages3
JournalChemistry Letters
Volume44
Issue number7
DOIs
Publication statusPublished - 2015
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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