Synthesis 2004(11): 1806-1813  
DOI: 10.1055/s-2004-829126
PAPER
© Georg Thieme Verlag Stuttgart · New York

A New Convenient Preparation of Thiol Esters Utilizing N-Acylbenzotriazoles

Alan R. Katritzky*, Aleksandr A. Shestopalov, Kazuyuki Suzuki
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
Fax: +1(352)3929199; e-Mail: katritzky@chem.ufl.edu;
Further Information

Publication History

Received 25 February 2004
Publication Date:
01 July 2004 (online)

Abstract

Diverse thiol esters were synthesized in good to excellent yields (76-99%) by reactions of thiophenol, benzyl mercaptan, ethyl­ mercaptoacetate, and mercaptoacetic acid with N-acylbenzo­triazoles under mild conditions. These results demonstrate the utility of N-acylbenzotriazoles as mild S-acylating agents, especially when the corresponding acid chlorides are not readily available.