Ring opening of 2,2-dimethylthiirane by deactivated aromatic
amines to afford 2-(arylamino)ethanethiols as 6-substituted 1,4-benzothiazine
precursors, was investigated. The reaction takes place under mild
conditions using copper(II) triflate or indium(III) triflate as
catalysts. The regioselectivity of the addition depends on the catalysts
and the substituents of the arylamines.
Lewis acids - catalysis - 2,2-dimethylthiirane - 2-(aryl-amino)ethanethiols - aminolysis reaction - 1,4-benzothiazines