Litcius/Paper detail

Potassium Persulfate Mediated Chemodivergent C-3 Functionalization of 2<i>H</i>-Indazoles with DMSO as C<sub>1</sub> Source

Suvam Bhattacharjee, Sudip Laru, Payel Ghosh, Alakananda Hajra

2021The Journal of Organic Chemistry36 citationsDOI

Abstract

A facile, efficient, and transition-metal-free chemodivergent C-3 functionalization of 2H-indazoles was developed under aerobic conditions using carboxylic acid and DMSO as the combined source of the carboxylic acid ester group and DMSO as the formylating agent. A series of formylated indazoles and carboxylic acid esters of indazole derivatives were produced in moderate to excellent yields. The mechanistic studies suggest that the reactions probably proceed through a radical pathway.

Topics & Concepts

Potassium persulfateSurface modificationIndazoleChemistryCarboxylic acidPersulfateCombinatorial chemistryOrganic chemistryCatalysisPhysical chemistryPolymerPolymerizationCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesMulticomponent Synthesis of Heterocycles