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The copper(ii)-catalyzed and oxidant-promoted regioselective C-2 difluoromethylation of indoles and pyrroles

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Abstract

A novel and efficient approach for the highly selective C-2 difluoromethylation of indole derivatives was developed by using sodium difluoromethylsulfinate (HCF2SO2Na) as the source of difluoromethyl groups and a Cu(II) complex as the catalyst. Various substrates were well tolerated in this transformation and the desired products were obtained in moderate to good yields. Moreover, the late-stage C-2 difluoromethylation of bioactive molecules containing an indole ring was achieved in good yields. Generally, this reaction features excellent functional group compatibility, broad substrate scope and excellent C-2 selectivity.

Graphical abstract: The copper(ii)-catalyzed and oxidant-promoted regioselective C-2 difluoromethylation of indoles and pyrroles

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Article information


Submitted
09 May 2020
Accepted
05 Jun 2020
First published
06 Jun 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

The copper(II)-catalyzed and oxidant-promoted regioselective C-2 difluoromethylation of indoles and pyrroles

D. Zhang, Z. Fang, J. Cai, C. Liu, W. He, J. Duan, N. Qin, Z. Yang and K. Guo, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC03345F

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