Polymeric DABCO-Bromine Complex for Oxidation of Alcohols

J. A. Struss; W. D. Barnhart; M. R. Velasco; A. Bronley-DeLancey

doi:10.1055/s-2006-949401

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Synfacts 2006(11): 1189-1189
DOI: 10.1055/s-2006-949401

Polymer-Supported Synthesis

Polymeric DABCO-Bromine Complex for Oxidation of Alcohols

Contributor(s): Yasuhiro Uozumi, Takayasu Arakawa
J. A. Struss*, W. D. Barnhart, M. R. Velasco, A. Bronley-DeLancey
The University of Tampa, USA

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Publication History

Publication Date:
24 October 2006 (online)

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Significance

A polymeric DABCO-bromine complex for oxidation of secondary alcohols has been developed. The DABCO-bromine complex was prepared from Br₂ and 1,4-diazabicyclo[2.2.2]octane (DABCO) in CCl₄. The oxidation of secondary alcohols was carried out in biphasic CH₂Cl₂-H₂O in the presence of the polymeric DABCO-bromine complex to give the corresponding ketones in 84-97% yield (7 examples). The DABCO-bromine complex is selective for the oxidation of secondary alcohols over primary alcohols.