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Synthesis 1996; 1996(3): 324-326
DOI: 10.1055/s-1996-4221
short paper
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Selective Deoxygenation of Amine N-Oxides Using Borohydride Exchange Resin-Copper Sulfate in Methanol

Tae Bo Sim, Jin Hee Ahn, Nung Min Yoon*
  • *Department of Chemistry, Sogang University, Seoul 121-742, South Korea, Fax +82(2)7010967
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Publication Date:
31 December 2000 (online)

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Borohydride exchange resin-copper sulfate in methanol readily deoxygenates quantitatively both tertiary amine N-oxides and heteroaromatic N-oxides at room temperature or under reflux. It tolerates many functional groups such as carbon-carbon double bond, chloride, epoxide, ester, amide, nitrile, sulfoxide, sulfone, and aliphatic disulfide moieties.

heteroaromatic N-oxides - tertiary amine N-oxides - selective deoxygenation - borohydride exchange resin - copper catalyst