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Synthesis 2017; 49(17): 4007-4016
DOI: 10.1055/s-0036-1588429
paper
© Georg Thieme Verlag Stuttgart · New York

Transition-Metal- and Halogen-Free Oxidation of Benzylic sp3 C–H Bonds to Carbonyl Groups Using Potassium Persulfate

Yixin Hu
Department of Chemistry, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. of China   Email: luwj@sjtu.edu.cn
,
Lihong Zhou
Department of Chemistry, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. of China   Email: luwj@sjtu.edu.cn
,
Wenjun Lu  *
Department of Chemistry, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. of China   Email: luwj@sjtu.edu.cn
› Author AffiliationsWe thank the National Natural Science Foundation of China (Grant No. 21372153) for financial support.
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Publication History

Received: 17 March 2017

Accepted after revision: 28 April 2017

Publication Date:
06 June 2017 (online)

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Abstract

Aryl carbonyl compounds including acetophenones, benzophenones, imides, and benzoic acids are prepared from benzyl substrates using potassium persulfate as oxidant with catalytic pyridine in acetonitrile under mild conditions. Neither transition metals nor halogens are involved in the reactions.

Key words

potassium persulfate - oxidation - transition-metal-free - halogen-free - benzylic sp3 C–H bond

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588429.
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