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

Author:

Ubale Akash S.1,Shaikh Moseen A.1,Mohanta Nirmala1,Gnanaprakasam Boopathy1ORCID

Affiliation:

1. Department of Chemistry, Indian Institute of Science Education and Research Pune 411008 India

Abstract

AbstractHerein, 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.

Funder

Indian Institute of Science Education and Research Pune

Publisher

Wiley

Subject

Organic Chemistry,Catalysis

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