Peroxidation and Skeletal Rearrangement for the Synthesis of Dioxole-2-Carboxamide Derivatives under Continuous-Flow Conditions

Abstract

Herein, we report peroxidative dearomatization of 2-naphthol and C−H peroxidation of 3-arylbenzofuran-2-ones with 66–94% yield under catalyst-free conditions using continuous flow module. Besides, an approach for the synthesis of N-substituted-2-phenylbenzo[d][1,3]dioxole-2-carboxamide has been achieved via the skeletal rearrangement of peroxybenzofuranone using amines in the absence of catalyst under continuous flow. The mechanistic study suggests that this peroxidation reaction proceeds via free radical formation under thermolytic conditions.