Issue 7, 2017
From the journal:

Organic Chemistry Frontiers

Copper-catalyzed gem-difluoromethylenation of C(sp2)–H bonds of alkenes†

Hui Xu,a   Dejing Wang,a   Yunrong Chen,a   Wen Wan,a   Hongmei Deng,b   Kesen Ma,c   Shaoxiong Wu,*d   Jian Hao*ae  and  Haizhen Jiang*ae  

* Corresponding authors

a Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai, P. R. China
E-mail: hzjiang@shu.edu.cn, jhao@shu.edu.cn

b Laboratory for Microstructures, Shanghai University, Shanghai, P. R. China

c Department of Biology, University of Waterloo, 200 University Avenue West, Waterloo, Ontario N2L 3G1, Canada

d Emory NMR Research Center, Emory University, 201 Dowman Drive, Atlanta, Georgia, USA

e Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, P. R. China

Abstract

Copper-catalyzed gem-difluoromethylenation of the C(sp2)–H bonds of alkenes with high functional group tolerance has been developed. This protocol is the first to efficiently achieve gem-difluoromethylenation of C(sp2)–H bonds of unactivated aliphatic terminal olefins and can be applied in a reaction cascade to achieve gem-difluoromethylenation/cyclization of alkenes.

Graphical abstract: Copper-catalyzed gem-difluoromethylenation of C(sp2)–H bonds of alkenes

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C7QO00119C
Article type
Research Article
Submitted
11 Feb 2017
Accepted
09 Mar 2017
First published
10 Mar 2017

Org. Chem. Front., 2017,4, 1239-1243

Permissions

Request permissions

Copper-catalyzed gem-difluoromethylenation of C(sp2)–H bonds of alkenes

H. Xu, D. Wang, Y. Chen, W. Wan, H. Deng, K. Ma, S. Wu, J. Hao and H. Jiang, Org. Chem. Front., 2017, 4, 1239 DOI: 10.1039/C7QO00119C

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