Highly selective Wacker reaction of styrene derivatives: a green and efficient aerobic oxidative process promoted by benzoquinone/NaNO2/HClO4 under mild conditions

Guofu Zhang; Xiaoqiang Xie; Yong Wang; Xin Wen; Yun Zhao; Chengrong Ding

doi:10.1039/C3OB40277K

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Highly selective Wacker reaction of styrene derivatives: a green and efficient aerobic oxidative process promoted by benzoquinone/NaNO₂/HClO₄ under mild conditions†

Guofu Zhang,^a Xiaoqiang Xie,^a Yong Wang,^a Xin Wen,^a Yun Zhao^a and Chengrong Ding*^a

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* Corresponding authors

^a College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China
E-mail: dingcr2004@yahoo.com.cn
Fax: +86571-88320147
Tel: +86571-88320147

Abstract

A green and efficient catalytic redox system for the aerobic oxidative Wacker oxidation of styrene derivatives at room temperature using molecular oxygen as the terminal oxidant without copper chloride has been developed. The newly developed system exhibited excellent catalytic activity for the smooth transformation of terminal styrene derivatives to the desired methyl ketones with up to 96% yield and >99% selectivity.

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Article information

DOI: https://doi.org/10.1039/C3OB40277K
Article type: Communication
Submitted: 06 Feb 2013
Accepted: 22 Mar 2013
First published: 25 Mar 2013

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Org. Biomol. Chem., 2013,11, 2947-2950

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Highly selective Wacker reaction of styrene derivatives: a green and efficient aerobic oxidative process promoted by benzoquinone/NaNO₂/HClO₄ under mild conditions

G. Zhang, X. Xie, Y. Wang, X. Wen, Y. Zhao and C. Ding, Org. Biomol. Chem., 2013, 11, 2947 DOI: 10.1039/C3OB40277K

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Organic & Biomolecular Chemistry