Tosyl chloride-controlled generation of thioamides and α-ketoamides via base-promoted decarboxylative reaction of α-oxocarboxylic acids with tetraalkylthiuram disulfides has been established.
A novel and regioselective thiolation reaction of aza-heteroaromatic N-oxides with disulfides via copper catalyzed C–H activation has been developed. The desired thioethers and selenide ethers were isolated in up to 90% yield and feature a very broad substrate scope. In addition, the C(sp3)–H bonds of methyl-substituted aza-heteroaromatic compounds were also tolerated in this reaction and the corresponding dithioacetal products were obtained in moderate to good yields.
6 November 2018 in European Journal of Organic Chemistry