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Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins

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A novel approach to 1H-pyrrolo[3,2-c]pyridine-2,3-diones (5-azaisatins) has been developed via an unprecedented annulation of pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones by thioacetamide. A new way of C–H functionalization of thioacetamide has been discovered. The reaction… Click to show full abstract

A novel approach to 1H-pyrrolo[3,2-c]pyridine-2,3-diones (5-azaisatins) has been developed via an unprecedented annulation of pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones by thioacetamide. A new way of C–H functionalization of thioacetamide has been discovered. The reaction proceeds under green catalyst-free conditions.

Keywords: approach azaisatins; annulation pyrrole; diones thioacetamide; approach; pyrrole diones; thioacetamide approach

Journal Title: Beilstein Journal of Organic Chemistry
Year Published: 2019

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