Article ID Journal Published Year Pages File Type
5273261 Tetrahedron Letters 2008 5 Pages PDF
Abstract

The chemoselective S-alkylation of 2-thiohydantoins is reported. The methodology involves the use of alkyl orthoformates (trimethyl and triethyl) as alkylating agents, which in the presence of Ac2O and ZnCl2 chemoselectively alkylate the thio group whilst other nucleophilic groups present in the thiohydantoins are acetylated simultaneously in moderate to high yields. A plausible mechanism for this reaction is delineated.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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