Oxidative C(sp3)–H functionalization of acetonitrile and alkanes with allylic alcohols under metal-free conditions

Xue-Qiang Chu; Hua Meng; You Zi; Xiao-Ping Xu; Shun-Jun Ji

doi:10.1039/C4QO00314D

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Oxidative C(sp³)–H functionalization of acetonitrile and alkanes with allylic alcohols under metal-free conditions†

Xue-Qiang Chu,^a Hua Meng,^a You Zi,^a Xiao-Ping Xu*^a and Shun-Jun Ji*^a

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* Corresponding authors

^a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, People's Republic of China
E-mail: xuxp@suda.edu.cn, shunjun@suda.edu.cn
Fax: +86 512 65880307
Tel: +86-512-65880307

Abstract

An efficient method for the construction of ketonitriles and α-aryl ketones by tert-butyl peroxybenzoate (TBPB) mediated direct alkylation of acetonitrile and alkanes with α,α-diaryl allylic alcohols has been developed. The reactions involve C(sp³)–H functionalization and radical addition/1,2-aryl migration processes under metal-free conditions.

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Article information

DOI: https://doi.org/10.1039/C4QO00314D
Article type: Research Article
Submitted: 29 Nov 2014
Accepted: 05 Jan 2015
First published: 06 Jan 2015

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Org. Chem. Front., 2015,2, 216-220

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Oxidative C(sp³)–H functionalization of acetonitrile and alkanes with allylic alcohols under metal-free conditions

X. Chu, H. Meng, Y. Zi, X. Xu and S. Ji, Org. Chem. Front., 2015, 2, 216 DOI: 10.1039/C4QO00314D

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