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<i>tert</i>-Butyl Hydroperoxide-Mediated Oxo-Sulfonylation of 2<i>H-</i>Indazoles with Sulfinic Acid toward Indazol-3(2<i>H</i>)-ones

Payel Ghosh, Susmita Mondal, Alakananda Hajra

2020Organic Letters37 citationsDOI

Abstract

A new and efficient oxo-sulfonylation protocol has been established for the synthesis of N-sulfonylated indazolones employing sulfinic acid as a sulfonylating agent using tert-butyl hydroperoxide (TBHP) under ambient air. A series of structurally diverse 1-sulfonylindazol-3(2H)-one derivatives were obtained in good yields. A radical reaction mechanism has been proposed for this transformation.

Topics & Concepts

ChemistrySulfinic acidtert-Butyl hydroperoxideMedicinal chemistryCombinatorial chemistryOrganic chemistryCatalysisSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions
<i>tert</i>-Butyl Hydroperoxide-Mediated Oxo-Sulfonylation of 2<i>H-</i>Indazoles with Sulfinic Acid toward Indazol-3(2<i>H</i>)-ones | Litcius