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Conversion of hydrazones to alkyl chlorides under Swern oxidation conditions
Authors:Matthias Brewer
Institution:Department of Chemistry, The University of Vermont, 82 University Place, Burlington, VT 05405, USA
Abstract:The unsubstituted hydrazones derived from aromatic ketones and aldehydes were converted in high yield to the corresponding alkyl chlorides under Swern oxidation conditions. In this unusual oxidation/reduction sequence the substrate undergoes a net reduction under the well established Swern oxidation conditions. Unsubstituted hydrazones derived from cyclohexyl ketones returned elimination products.
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