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, Email: katritzkychem.ufl.edu

A. R. Katritzky, A. A. Shestopalov, K. Suzuki, Synthesis, 2004, 1806-1813.

DOI: 10.1055/s-2004-829126

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Abstract

Diverse thiol esters were synthesized in good yields 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.

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Key Words

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

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ID: J66-Y2004-2210