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A New Convenient Preparation of Thiol Esters Utilizing <i>N</i>-Acylbenzotriazoles
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2004
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Medicinal ChemistryDiverse Thiol EstersNatural SciencesOrganic ChemistryChemistryNew Convenient PreparationBenzyl MercaptanPharmacologyMercaptoacetic AcidSynthetic ChemistryEnantioselective SynthesisNatural Product Synthesis
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.