Issue 10, 2017
From the journal:

Chemical Communications

Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones†

Hai-Tao Qin,‡a   Shu-Wei Wu,‡a   Jia-Li Liua  and  Feng Liu ORCID logo *ab  

* Corresponding authors

a Jiangsu Key Laboratory of Translational Research and Therapy for Neuro-Psycho-Diseases and Department of Medicinal Chemistry, College of Pharmaceutical Sciences, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, People's Republic of China
E-mail: fliu2@suda.edu.cn

b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China

Abstract

A redox-neutral, mild, and simple protocol is developed for the synthesis of α-trifluoromethylated ketones from vinyl azides under transition-metal-free conditions. In the presence of organic photoredox catalyst N-methyl-9-mesityl acridinium and sodium trifluoromethanesulfinate, a broad range of substituted vinyl azides were found to react smoothly upon visible-light irradiation, readily furnishing the corresponding products in satisfied yields.

Graphical abstract: Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones

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Article information

DOI
https://doi.org/10.1039/C6CC10035J
Article type
Communication
Submitted
17 Dec 2016
Accepted
13 Jan 2017
First published
13 Jan 2017

Chem. Commun., 2017,53, 1696-1699

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Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones

H. Qin, S. Wu, J. Liu and F. Liu, Chem. Commun., 2017, 53, 1696 DOI: 10.1039/C6CC10035J

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