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Selective direct C–H polyfluoroarylation of electron-deficient N-heterocyclic compounds

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Abstract

The first C2-selective direct C–H polyfluoroarylation of electron-deficient N-heterocycles with polyfluorobenzoic acid via the decarboxylative arylation process was achieved by using CuBr2 as the mediator in the green solvent diglyme. The key to success is using the N-methylation activation strategy and TBAB as an important additive. The protocol features broad substrate scope, ligand- and base-free conditions, and good functional group compatibility, and offers a powerful synthetic tool for assembling various polyfluoroarylated N-heterocycles.

Graphical abstract: Selective direct C–H polyfluoroarylation of electron-deficient N-heterocyclic compounds

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Article information


Submitted
07 Aug 2020
Accepted
11 Oct 2020
First published
12 Oct 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Selective direct C–H polyfluoroarylation of electron-deficient N-heterocyclic compounds

S. Li, W. Li, X. Yang, R. Sun, J. Tang, X. Zheng, M. Yuan, R. Li, H. Chen and H. Fu, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00923G

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