A highly efficient procedure for 3-sulfenylation of indole-2-carboxylates.

Autor: Schlosser KM; Department of Chemistry, Pfizer Global Research and Development, 2800 Plymouth Road, Ann Arbor, MI 48105, USA., Krasutsky AP, Hamilton HW, Reed JE, Sexton K
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2004 Mar 04; Vol. 6 (5), pp. 819-21.
DOI: 10.1021/ol049956v
Abstrakt: A highly efficient one-pot procedure for 3-sulfenylation of 2-carboxyindoles is described. Treatment of thiols with N-chlorosuccinimide at -78 degrees C in CH(2)Cl(2) affords sulfenyl chlorides in situ that readily react with 2-carboxyindoles to give 3-thioindoles in high yields. This new method is milder, produces less waste, and is compatible with a wide range of thiol and indole functionality. [reaction: see text]
Databáze: MEDLINE