Allylic C–H alkylation with a CF3-containing nucleophile

Lun Li; Qing-Yun Chen; Yong Guo

doi:10.1039/C3CC43120G

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Allylic C–H alkylation with a CF₃-containing nucleophile†‡

Lun Li,^a Qing-Yun Chen*^a and Yong Guo*^a

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* Corresponding authors

^a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. China
E-mail: yguo@sioc.ac.cn
Fax: +86 21 64166128
Tel: +86 21 54925462

Abstract

Allylic C–H alkylation of allylarenes with dimethyl 2-trifluoromethylmalonate was successfully developed. The reactions were carried out at room temperature in the presence of a catalytic amount of Pd(OAc)₂/Ph₃P and a stoichiometric amount of 2,6-dimethylbenzoquinone. The reactions avoided defluorination successfully, providing a new method to construct a CF₃-containing all-carbon quaternary center.

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Article information

DOI: https://doi.org/10.1039/C3CC43120G
Article type: Communication
Submitted: 26 Apr 2013
Accepted: 23 Jul 2013
First published: 23 Jul 2013

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Chem. Commun., 2013,49, 8764-8766

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Allylic C–H alkylation with a CF₃-containing nucleophile

L. Li, Q. Chen and Y. Guo, Chem. Commun., 2013, 49, 8764 DOI: 10.1039/C3CC43120G

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