Revisiting 1-chloro-1,2-benziodoxol-3-one: efficient ortho-chlorination of aryls under aqueous conditions?

New Journal of Chemistry Pub Date: 2018-04-12 DOI: 10.1039/C8NJ00530C

Abstract

The application of 1-chloro-1,2-benziodoxol-3-one as a powerful chlorinating agent as well as oxidant for aniline derivatives is explored. The amide directing group assisted radical mediated ortho-selective chlorination proceeds in the absence of a radical initiator. Various electronically differentiated anilides and sulfonamides are tolerated under aqueous conditions.

Graphical abstract: Revisiting 1-chloro-1,2-benziodoxol-3-one: efficient ortho-chlorination of aryls under aqueous conditions
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