Synthesis of 2,2-Disubstituted Dihydro-1,4-benzothiazines from Morita-Baylis-Hillman Ketones by an Oxidative Cyclization.

An oxidative cyclization ensued upon interaction of Morita-Baylis-Hillman (MBH) ketones with 2-aminothiophenol in the presence of Cs 2 CO 3 , resulting in the formation of new 2,2-disubstituted dihydro-1,4-benzothiazines. The reaction features an aza-Michael addition and an oxidative cyclization involving the formation of a carbon-sulfur bond and works well over a wide range of MBH ketones to deliver the dihydrobenzothiazines in good yields in reasonable reaction times under mild conditions.