Issue 84, 2013
From the journal:

Chemical Communications

A novel reaction of gem-difluorocyclopropyl ketones with nitriles leading to 2-fluoropyrroles†

Tang-Po Yang,a   Jin-Hong Lin,a   Qing-Yun Chena  and  Ji-Chang Xiao*a  

* Corresponding authors

a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: jchxiao@sioc.ac.cn
Fax: +86-21-6416-6128
Tel: +86-21-5492-5430

Abstract

The CF3SO3H-promoted ring opening of gem-difluorocyclopropyl ketones prefers to undergo proximal bond cleavage and the subsequent cyclization with nitriles occurred smoothly to give 2-fluoropyrroles.

Graphical abstract: A novel reaction of gem-difluorocyclopropyl ketones with nitriles leading to 2-fluoropyrroles

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Article information

DOI
https://doi.org/10.1039/C3CC45456H
Article type
Communication
Submitted
18 Jul 2013
Accepted
28 Aug 2013
First published
29 Aug 2013

Chem. Commun., 2013,49, 9833-9835

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A novel reaction of gem-difluorocyclopropyl ketones with nitriles leading to 2-fluoropyrroles

T. Yang, J. Lin, Q. Chen and J. Xiao, Chem. Commun., 2013, 49, 9833 DOI: 10.1039/C3CC45456H

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