Palladium(0)-catalyzed cyclopropanation of benzyl bromides via C(sp3)–H bond activation

Jiangang Mao; Shuo-Qing Zhang; Bing-Feng Shi; Weiliang Bao

doi:10.1039/C3CC49231A

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Palladium(0)-catalyzed cyclopropanation of benzyl bromides via C(sp³)–H bond activation†

Jiangang Mao,^ab Shuo-Qing Zhang,^a Bing-Feng Shi^ac and Weiliang Bao*^a

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* Corresponding authors

^a Department of Chemistry, Zhejiang University, 148 Tianmushan road, Hangzhou, Zhejiang, China
E-mail: wlbao@zju.edu.cn

^b School of Metallurgy and Chemical Engineering, Jiangxi University of Science and Technology, 86 Hongqi Avenue, Ganzhou, Jiangxi, China

^c Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, China

Abstract

A novel and highly efficient Pd(0)-catalyzed domino reaction to prepare cyclopropane derivatives has been established. The process involves a Heck-type coupling reaction and a C(sp³)–H bond activation. Preliminary DFT calculations suggest that a four-membered palladacycle intermediate is involved.

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Article information

DOI: https://doi.org/10.1039/C3CC49231A
Article type: Communication
Submitted: 04 Dec 2013
Accepted: 09 Jan 2014
First published: 13 Jan 2014

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Chem. Commun., 2014,50, 3692-3694

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Palladium(0)-catalyzed cyclopropanation of benzyl bromides via C(sp³)–H bond activation

J. Mao, S. Zhang, B. Shi and W. Bao, Chem. Commun., 2014, 50, 3692 DOI: 10.1039/C3CC49231A

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