Issue 98, 2022

Visible-light-induced Mn(0)-catalyzed direct C-3 mono-, di- and perfluoroalkylation reactions of 2H-indazoles

Abstract

A general and efficient method for visible-light-driven fluoroalkylation, such as difluoromethylphosphonation, difluoroacetamidation, monofluoromethylation, difluoromethylation, and perfluoroalkyalation, of 2H-indazoles using an inexpensive Mn2(CO)10 photocatalyst has been developed. The present methodology affords a new series of C-3 fluoroalkylated 2H-indazole derivatives with wide functional group tolerance in good to excellent yields. Difluoromethylenated indiazoles are also prepared from difluoroester derivatives. Our mechanistic investigations support a radical pathway for the reaction.

Graphical abstract: Visible-light-induced Mn(0)-catalyzed direct C-3 mono-, di- and perfluoroalkylation reactions of 2H-indazoles

Supplementary files

Article information

Article type
Communication
Submitted
12 Sep 2022
Accepted
11 Nov 2022
First published
11 Nov 2022

Chem. Commun., 2022,58, 13604-13607

Visible-light-induced Mn(0)-catalyzed direct C-3 mono-, di- and perfluoroalkylation reactions of 2H-indazoles

S. Laru, S. Bhattacharjee and A. Hajra, Chem. Commun., 2022, 58, 13604 DOI: 10.1039/D2CC05021H

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