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Issue 26, 2020
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Modular synthesis of α-aryl β-perfluoroalkyl ketones via N-heterocyclic carbene catalysis

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Abstract

A new general de novo synthesis of pharmaceutically important α-aryl β-perfluoroalkyl ketones has been disclosed. Compared with trifluoromethylation-initiated radical 1,2-aryl migration of α,α-diaryl allylic alcohols, this protocol employs a new strategy of biomimetic carbene catalysis to assemble alkene, aldehyde and perfluoroalkyl reagents, providing access to products with excellent flexibility of the aryl unit and perfluoroalkyl group. This method also demonstrates excellent functional group compatibility, including some Grignard reagent sensitive groups.

Graphical abstract: Modular synthesis of α-aryl β-perfluoroalkyl ketones via N-heterocyclic carbene catalysis

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Supplementary files

Article information


Submitted
12 Jan 2020
Accepted
23 Feb 2020
First published
24 Feb 2020

Chem. Commun., 2020,56, 3801-3804
Article type
Communication

Modular synthesis of α-aryl β-perfluoroalkyl ketones via N-heterocyclic carbene catalysis

H. Yang, Z. Wang, J. Li and C. Wu, Chem. Commun., 2020, 56, 3801
DOI: 10.1039/D0CC00293C

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