Issue 9, 2016
From the journal:

New Journal of Chemistry

Organoselenium-catalyzed vicinal dichlorination of unsaturated phosphonates†

Xianghua Zeng,*a   Chunhua Gong,a   Junyong Zhanga  and  Jingli Xie*ab  

* Corresponding authors

a College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, China
E-mail: xianghuazeng@mail.zjxu.edu.cn, jlxie@mail.zjxu.edu.cn

b State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, China

Abstract

Diphenyl diselenide (PhSeSePh) was effective as a pre-catalyst for the vicinal dichlorination of α,β-unsaturated phosphonates with sulfuryl chloride. The reaction conditions were mild and the desired products were formed in up to 93% yield and moderate diastereoselectivity (10 : 1). The important diphenylselenium dichloride intermediate was obtained and characterized by X-ray crystallography.

Graphical abstract: Organoselenium-catalyzed vicinal dichlorination of unsaturated phosphonates

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Article information

DOI
https://doi.org/10.1039/C6NJ00658B
Article type
Paper
Submitted
29 Feb 2016
Accepted
19 Jul 2016
First published
20 Jul 2016

New J. Chem., 2016,40, 7866-7871

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Organoselenium-catalyzed vicinal dichlorination of unsaturated phosphonates

X. Zeng, C. Gong, J. Zhang and J. Xie, New J. Chem., 2016, 40, 7866 DOI: 10.1039/C6NJ00658B

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