Issue 80, 2018
From the journal:

Chemical Communications

Reactivity and properties of bis(chlorodifluoroacetyl) peroxide generated in situ from chlorodifluoroacetic anhydride for chlorodifluoromethylation reactions†

Shintaro Kawamura, ORCID logo ab   Cassandra J. Henderson, ORCID logo bc   Yuma Aoki,a   Daisuke Sekine,b   Shū Kobayashi ORCID logo c  and  Mikiko Sodeoka ORCID logo *ab  

* Corresponding authors

a RIKEN Center for Sustainable Resource Science, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan

b Synthetic Organic Chemistry Laboratory, RIKEN Cluster for Pioneering Research, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan
E-mail: sodeoka@riken.jp

c Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan

Abstract

We developed a practical chlorodifluoromethylation reaction mediated by diacyl peroxide generated in situ from chlorodifluoroacetic anhydride. Allylic and amino-chlorodifluoromethylations of alkenes proceeded well with the combination of this reagent, Cu(II) catalyst and a pyridine additive. Carbo- and aromatic chlorodifluoromethylations proceeded under metal-free conditions.

Graphical abstract: Reactivity and properties of bis(chlorodifluoroacetyl) peroxide generated in situ from chlorodifluoroacetic anhydride for chlorodifluoromethylation reactions

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Article information

DOI
https://doi.org/10.1039/C8CC05905E
Article type
Communication
Submitted
20 Jul 2018
Accepted
13 Sep 2018
First published
14 Sep 2018

Chem. Commun., 2018,54, 11276-11279

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Reactivity and properties of bis(chlorodifluoroacetyl) peroxide generated in situ from chlorodifluoroacetic anhydride for chlorodifluoromethylation reactions

S. Kawamura, C. J. Henderson, Y. Aoki, D. Sekine, S. Kobayashi and M. Sodeoka, Chem. Commun., 2018, 54, 11276 DOI: 10.1039/C8CC05905E

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