Issue 17, 2024

Catalytic reduction of trifluoromethylated alkyl bromides and synthesis of alkylated heterocycles under visible light irradiation: synergetic action of a halogen bond and Ni catalysis

Abstract

The synergistic interplay between a halogen bond and Ni catalysis under visible light irradiation has been explored. This reaction system enables the concurrent reduction of α-trifluoromethyl alkyl bromides and the cross-coupling of activated tetrahydrofuran (THF) with heterocycles in one pot. This strategic integration of nickel catalysts and visible light activation, complemented by the auxiliary effect of the halogen bond, renders the transformation remarkably atom-economic and demonstrates exceptional functional group tolerance. The practical utility of this protocol has been further underscored through the direct modification of biologically active molecules.

Graphical abstract: Catalytic reduction of trifluoromethylated alkyl bromides and synthesis of alkylated heterocycles under visible light irradiation: synergetic action of a halogen bond and Ni catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
29 May 2024
Accepted
27 Jun 2024
First published
29 Jun 2024

Org. Chem. Front., 2024,11, 4722-4729

Catalytic reduction of trifluoromethylated alkyl bromides and synthesis of alkylated heterocycles under visible light irradiation: synergetic action of a halogen bond and Ni catalysis

G. Wang, P. Guo, G. Pu, P. Wang, A. Wang, P. Liu, J. Jia, X. Li and C. He, Org. Chem. Front., 2024, 11, 4722 DOI: 10.1039/D4QO00966E

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