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| PAPER | Synthesis 2004: 1806-1813 DOI: 10.1055/s-2004-829126 |
© Georg Thieme Verlag Stuttgart · New York
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A New Convenient Preparation of Thiol Esters Utilizing N-Acylbenzotriazoles
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| 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;
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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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