O2-mediated C(sp2)–X bond oxygenation: autoxidative carbon–heteroatom bond formation using activated alkenes as a linkage

Qingquan Lu; Jiyong Chen; Chao Liu; Zhiyuan Huang; Pan Peng; Huamin Wang; Aiwen Lei

doi:10.1039/C4RA17106C

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O₂-mediated C(sp²)–X bond oxygenation: autoxidative carbon–heteroatom bond formation using activated alkenes as a linkage†

Qingquan Lu,^a Jiyong Chen,^a Chao Liu,^a Zhiyuan Huang,^a Pan Peng,^a Huamin Wang^a and Aiwen Lei*^abc

Author affiliations

* Corresponding authors

^a College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, P. R. China
E-mail: aiwenlei@whu.edu.cn

^b The Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, Hubei, P. R. China

^c National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, Jiangxi, P. R. China

Abstract

Autoxidative carbon–heteroatom bond formation using activated alkenes as a linkage is described. Heteroatom (O, S) nucleophiles could be transformed into different kinds of valuable β-keto compounds via an O₂-mediated C(sp²)–X bond oxygenation process, without using any external organic oxidants or metal catalysts.

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Article information

DOI: https://doi.org/10.1039/C4RA17106C
Article type: Communication
Submitted: 26 Dec 2014
Accepted: 16 Feb 2015
First published: 19 Feb 2015

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RSC Adv., 2015,5, 24494-24498

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O₂-mediated C(sp²)–X bond oxygenation: autoxidative carbon–heteroatom bond formation using activated alkenes as a linkage

Q. Lu, J. Chen, C. Liu, Z. Huang, P. Peng, H. Wang and A. Lei, RSC Adv., 2015, 5, 24494 DOI: 10.1039/C4RA17106C

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