Issue 55, 2013
From the journal:

Chemical Communications

Pd(OAc)2-catalyzed regioselective aromatic C–H bond fluorination†

Shao-Jie Lou,a   Dan-Qian Xu,*a   Ai-Bao Xia,a   Yi-Feng Wang,a   Yun-Kui Liu,a   Xiao-Hua Dua  and  Zhen-Yuan Xu*a  

* Corresponding authors

a Catalytic Hydrogenation Research Center, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, P. R. China
E-mail: greenchem@zjut.edu.cn
Fax: +86 571 8832 0066
Tel: +86 571 8832 0066

Abstract

A novel Pd(OAc)2–NFSI–TFA system was developed for the highly selective ortho-monofluorination directed by diverse aryl-N-heterocyclic directing groups e.g., quinoxaline, pyrazole, benzo[d]oxazole, and pyrazine derivatives. A Pd(II/IV) catalytic cycle was proposed based on the ESI-MS/MS studies.

Graphical abstract: Pd(OAc)2-catalyzed regioselective aromatic C–H bond fluorination

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Article information

DOI
https://doi.org/10.1039/C3CC42220H
Article type
Communication
Submitted
27 Mar 2013
Accepted
21 May 2013
First published
22 May 2013

Chem. Commun., 2013,49, 6218-6220

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Pd(OAc)2-catalyzed regioselective aromatic C–H bond fluorination

S. Lou, D. Xu, A. Xia, Y. Wang, Y. Liu, X. Du and Z. Xu, Chem. Commun., 2013, 49, 6218 DOI: 10.1039/C3CC42220H

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