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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

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

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

Permissions

Request permissions

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements