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

Autor: Barlett KN; Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, USA., Kolakowski RV, Katukojvala S, Williams LJ
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2006 Mar 02; Vol. 8 (5), pp. 823-6.
DOI: 10.1021/ol052671d
Abstrakt: 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.
Databáze: MEDLINE