Rhodium-Catalyzed C–H Activation of 2-Arylquinazolinones and Cyclization with Elemental Sulfur via C–S/S–N Bond Formation to Access 7H-Benzo[4,5]isothiazolo[3,2-b]quinazolinones

Abstract

An efficient method for the synthesis of 7H-benzo[4,5]isothiazolo[3,2-b]quinazolin-7-ones by the reaction of 2-arylquinazolin-4(3H)-ones and elemental sulfur is described. The rhodium-catalyzed C–H activation of 2-arylquinazolinones and cyclization with elemental sulfur via one-step formation of C–S/N–S bonds to give the corresponding 7H-benzo[4,5]isothiazolo[3,2-b]quinazolinones is realized in good to high yields with good functional group tolerance.

Key words

C–H activation - quinazoline - heterocycle - sulfur - benzisothiazoloquinazolinone

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