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Review | Regular issue | Vol 27, No. 2, 1988, pp.509-533
Published online, 1st January, 1970
DOI: 10.3987/REV-87-373
■ Prganic Nitrosonium Salts as Oxidants in Organic Chemistry

James M. Bobbitt and Cecil L. Flores

*Department of Chemistry, University of Connecticut, Storrs, CT 06269-3060, U.S.A.

Abstract

The synthesis of stable nitrosonium salts end their use as oxidizing agents in organic chemistry will be summarized. Thoes systems in which nitroxides are oxidized to nitrosonium salts which, in turn. Function as oxidants (mediated systems) will also be discussed. Nitrosonilum salts can be used to oxidize alcohols (to aldehydes or ketones), primary amines (to aldehydes, or in certain case=, RCH2NH2, to nitriles), ketones (to α-diketones), and phenols (to quinones). Some dehydrogenations are also known, as well as other miscellaneous reactions.