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Thieme eJournals / AbstractContact Us
PAPERSynthesis 2004: 1806-1813  
DOI: 10.1055/s-2004-829126

© 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;
Received 25 February 2004

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.

Key words

benzotriazole methodology - N-acylbenzotriazoles - acylating agent - S-acylation - thiol esters

 
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