Issue 1, 2015
From the journal:

Chemical Communications

Rhodium(iii)-catalyzed C–H/C–C activation sequence: vinylcyclopropanes as versatile synthons in direct C–H allylation reactions†

Jia-Qiang Wu,‡a   Zhi-Ping Qiu,‡b   Shang-Shi Zhang,a   Jing-Gong Liu,a   Ye-Xing Lao,a   Lian-Quan Gu,a   Zhi-Shu Huang,*a   Juan Li*b  and  Honggen Wang*a  

* Corresponding authors

a School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China
E-mail: wanghg3@mail.sysu.edu.cn, ceshzs@mail.sysu.edu.cn

b Department of Chemistry, Jinan University, Huangpu Road West 601, Guangzhou, China
E-mail: tchjli@jnu.edu.cn

Abstract

Succession of C–H activation and C–C activation was achieved by using a single rhodium(III) catalyst. Vinylcyclopropanes were used as versatile coupling partners. Mechanistic studies suggest that the olefin insertion step is rate-determining and a facile β-carbon elimination is involved, which represents a novel ring opening mode of vinylcyclopropanes.

Graphical abstract: Rhodium(iii)-catalyzed C–H/C–C activation sequence: vinylcyclopropanes as versatile synthons in direct C–H allylation reactions

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Article information

DOI
https://doi.org/10.1039/C4CC07839J
Article type
Communication
Submitted
06 Oct 2014
Accepted
04 Nov 2014
First published
04 Nov 2014

Chem. Commun., 2015,51, 77-80

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Rhodium(III)-catalyzed C–H/C–C activation sequence: vinylcyclopropanes as versatile synthons in direct C–H allylation reactions

J. Wu, Z. Qiu, S. Zhang, J. Liu, Y. Lao, L. Gu, Z. Huang, J. Li and H. Wang, Chem. Commun., 2015, 51, 77 DOI: 10.1039/C4CC07839J

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