Issue 9, 2014
From the journal:

Organic Chemistry Frontiers

Controllable mono-/di-alkenylation of aryl alkyl thioethers tuned by oxidants via Pd-catalysis†

Xi-Sha Zhang,a   Yun-Fei Zhang,a   Kang Chena  and  Zhang-Jie Shi*ab  

* Corresponding authors

a Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Green Chemistry Center, Peking University, Beijing, China
E-mail: zshi@pku.edu.cn
Web: http://www.shigroup.cn/
Fax: (+86)-10-6276-0890

b State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai, China

Abstract

Oxidant-controlled selective mono-/di-alkenylation of aryl C–H bonds via Pd-catalysis is reported. The substrate scopes for both the mono- and di-alkenylation were good. Thioether was used as the directing group and the product can be transformed to a useful sulfoxide-olefin ligand by simple oxidation in quantitative yield.

Graphical abstract: Controllable mono-/di-alkenylation of aryl alkyl thioethers tuned by oxidants via Pd-catalysis

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Article information

DOI
https://doi.org/10.1039/C4QO00172A
Article type
Research Article
Submitted
23 Jun 2014
Accepted
30 Aug 2014
First published
02 Sep 2014

Org. Chem. Front., 2014,1, 1096-1100

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Controllable mono-/di-alkenylation of aryl alkyl thioethers tuned by oxidants via Pd-catalysis

X. Zhang, Y. Zhang, K. Chen and Z. Shi, Org. Chem. Front., 2014, 1, 1096 DOI: 10.1039/C4QO00172A

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