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20.8.13.1.1 Alkylation of Thiocarboxylic Acids with Alkyl Halides or Related Compounds

DOI: 10.1055/sos-SD-120-00188

Cellnik, T.; Jo, W.; Healy, A.Science of Synthesis Knowledge Updatesearly view.

The alkylation of thiocarboxylic acids (or their thiocarboxylate salts) with alkyl halides, epoxides, or similar compounds is a frequently used method for preparing thiocarboxylic acid S-esters, and a variety of different procedures are documented in Section 20.8.4.1.1.1. Recent reports have demonstrated that the thiocarboxylic acid S-ester products can be obtained in high yield under catalyst-free and aqueous conditions.[‌2‌‌4‌] These environmentally friendlier procedures are characterized by the facile isolation of the thiocarboxylic acid S-ester products by either a simple workup or decantation.

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