TBHP-mediated oxidative thiolation of an sp3 C-H bond adjacent to a nitrogen atom in an amide

Chem Commun (Camb). 2011 Dec 28;47(48):12867-9. doi: 10.1039/c1cc15397h. Epub 2011 Oct 31.

Abstract

The first example of molecular sieve-promoted TBHP-mediated direct oxidative thiolation of an sp(3) C-H bond adjacent to a nitrogen atom with disulfides under metal-free conditions, which allows for preparation of numerous S,N-containing compounds, is presented. Moreover, diverse benzothiazoles and a fipronil analog can be synthesized through this strategy.