Issue 15, 2023
From the journal:

Organic Chemistry Frontiers

Copper-catalysed controllable hydrodefluorination of trifluoromethylated alkenes†

Chong Lian,‡ab   Longlong Xi,‡b   Yu Yuan,*a   Zhuangzhi Shi ORCID logo *ab  and  Minyan Wang*b  

* Corresponding authors

a College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, China
E-mail: shiz@nju.edu.cn, yyuan@yzu.edu.cn

b State Key Laboratory of Coordination Chemistry, Chemistry and Biomedicine Innovation Center (ChemBIC), School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China
E-mail: wangmy@nju.edu.cn

Abstract

An effective method for the construction of difluoromethylated alkenes through Cu-catalysed controllable hydrodefluorination of trifluoromethylated alkenes is described. This method provides an alternative approach towards diverse difluoromethyl-containing alkenes in good to excellent yields with an E-configuration. Experimental and computational studies reveal that the hydrodefluorination process involves defluorinative borylation to generate gem-difluoroallylic boronates and subsequent hydrodeborylation.

Graphical abstract: Copper-catalysed controllable hydrodefluorination of trifluoromethylated alkenes

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Article information

DOI
https://doi.org/10.1039/D3QO00691C
Article type
Research Article
Submitted
10 mei 2023
Accepted
11 jun 2023
First published
15 jun 2023

Org. Chem. Front., 2023,10, 3811-3818

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Copper-catalysed controllable hydrodefluorination of trifluoromethylated alkenes

C. Lian, L. Xi, Y. Yuan, Z. Shi and M. Wang, Org. Chem. Front., 2023, 10, 3811 DOI: 10.1039/D3QO00691C

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