Thio acid/azide amidation: An improved route to N-acyl sulfonamides

Kristin N. Barlett, Robert V. Kolakowski, Sreenivas Katukojvala, Lawrence J. Williams

Research output: Contribution to journalArticlepeer-review

57 Scopus citations

Abstract

A one-pot procedure for the conversion of carboxylic acids to N-acyl sulfonamides, via thio acid/azide amidation, is presented. The method is compatible with acid- and base-sensitive amino acid protection. N-Acyl sulfonamide synthesis on solid support, peptide thio acid/sulfonazide coupling, and N-alkyl amide synthesis via selective cleavage of sulfonyl from an N-alkyl-N-acyl sulfonamide are also reported.

Original languageEnglish (US)
Pages (from-to)823-826
Number of pages4
JournalOrganic letters
Volume8
Issue number5
DOIs
StatePublished - Mar 2 2006

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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