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Copper‐Catalyzed Defluorinative Hydroarylation of Alkenes with Polyfluoroarenes

Authors :
Xiaohong Li
Bin Fu
Qiao Zhang
Xiuping Yuan
Qian Zhang
Tao Xiong
Source :
Angewandte Chemie International Edition. 59:23056-23060
Publication Year :
2020
Publisher :
Wiley, 2020.

Abstract

A catalytic defluorinative hydroarylation of alkenes with polyfluoroarenes in the presence of dppbz-ligated Cu catalyst and silanes was presented for the first time. This method provides a straightforward and alternative avenue to synthetic important polyfluorinated arenes with readily available and bench-stable alkenes as latent nucleophiles, and therefore avoids conventional reliance on stoichiometric quantities of organometallics. This reaction proceeds under very mild conditions and exhibits good functional group compatibility and high level of regioselectivity. The synthetic potential of this method was further demonstrated by the gram-scale synthesis, and an array of experimental studies were also carried out to elaborate the probable mechanism.

Details

ISSN :
15213773 and 14337851
Volume :
59
Database :
OpenAIRE
Journal :
Angewandte Chemie International Edition
Accession number :
edsair.doi.dedup.....1136adb885d850c94b163296c4145360
Full Text :
https://doi.org/10.1002/anie.202010492