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.
Synthesis of 2-(Arylamino)ethanethiols via Lewis Acid catalyzed Aminolysis of 2,2-Dimethylthiirane as Precursors of the 1,4-Benzothiazine Nucleus
SPOGLI, ROBERTO;SABATINI, STEFANO;MANFRONI, GIUSEPPE;TABARRINI, Oriana;CECCHETTI, Violetta
2009
Abstract
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.File in questo prodotto:
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