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H2O2/HCl system: Oxidation-chlorination of secondary alcohols to α,α′-dichloro ketones

Authors :
Alexander O. Terent'ev
Gennady I. Nikishin
N. I. Kapustina
L. L. Sokova
Oleg V. Bityukov
Source :
Tetrahedron Letters. 61:152154
Publication Year :
2020
Publisher :
Elsevier BV, 2020.

Abstract

The one-pot oxidation-chlorination of secondary alcohols to give α,α′-dichloro ketones in 62–80% yields is reported. The convenient and readily available H2O2/HCl system acts on secondary alcohols (C5-C17) with the formation of α,α′-dichloro ketones. The reaction proceeds with high selectivity under the reported conditions; during this process peroxide formation and the Baeyer-Villiger oxidation reactions are not observed.

Details

ISSN :
00404039
Volume :
61
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........de8b008069109a9f746a5d0059e68ff8
Full Text :
https://doi.org/10.1016/j.tetlet.2020.152154