Issue 42, 2006
From the journal:

Chemical Communications

5-endo Heck-type cyclization of 2-(trifluoromethyl)allyl ketoneoximes: synthesis of 4-difluoromethylene-substituted 1-pyrrolines

Junji Ichikawa,*a   Ryo Nadanoa  and  Naotaka Itoa  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, Japan
E-mail: junji@chem.s.u-tokyo.ac.jp
Fax: +81-3-5841-4345
Tel: +81-3-5841-4345

Abstract

2-(Trifluoromethyl)allyl ketone O-pentafluorobenzoyloximes undergo a palladium-catalyzed 5-endo mode of alkene insertion via oxidative addition of the N–O bond, followed by β-fluorine elimination to produce 4-difluoromethylene-1-pyrrolines.

Graphical abstract: 5-endo Heck-type cyclization of 2-(trifluoromethyl)allyl ketone oximes: synthesis of 4-difluoromethylene-substituted 1-pyrrolines

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Article information

DOI
https://doi.org/10.1039/B610690K
Article type
Communication
Submitted
25 Jul 2006
Accepted
18 Aug 2006
First published
13 Sep 2006

Chem. Commun., 2006, 4425-4427

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5-endo Heck-type cyclization of 2-(trifluoromethyl)allyl ketone oximes: synthesis of 4-difluoromethylene-substituted 1-pyrrolines

J. Ichikawa, R. Nadano and N. Ito, Chem. Commun., 2006, 4425 DOI: 10.1039/B610690K

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