Synthesis and reactivity of sulfamoyl azides and 1-sulfamoyl-1,2,3- triazoles

Jeffrey C. Culhane, Valery V. Fokin

Research output: Contribution to journalArticlepeer-review

43 Citations (Scopus)

Abstract

Sulfamoyl azides are readily generated from secondary amines and a novel sulfonyl azide transfer agent, 2,3-dimethyl-1H-imidazolium triflate. They react with alkynes in the presence of a CuTC catalyst forming 1-sulfamoyl-1,2,3- triazoles. The latter are shelf-stable progenitors of rhodium azavinyl carbenes, versatile reactive intermediates that, among other reactions, readily and asymmetrically add to olefins.

Original languageEnglish
Pages (from-to)4578-4580
Number of pages3
JournalOrganic Letters
Volume13
Issue number17
DOIs
Publication statusPublished - 2 Sep 2011
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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