Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Periodic Acid Oxidation on N-Arylamino Alcohols
Kiyoshi HattoriHirokiti HaradaYoshimasa Hirata
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1962 Volume 35 Issue 2 Pages 312-316

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Abstract

The authors have examined the cleavage reaction with periodic acid of the N-aryl-α-amino alcohols. It has been seen that the α-amino alcohols do not react with the oxidant when substituted by the N-2,4-dinitrophenyl or o-nitrophenyl group. When N-aryl-α-amino aldehyde groups were produced during the course of oxidation, the normal cleavage reaction took place even if the substituent was a N-2,4-dinitrophenyl group. An over-oxidation was observed in the periodate oxidation of other N-aryl-α-amino alcohols, and it was proved that the cause of such high consumption of periodic acid was due to the oxidation of the aromatic amine that was produced by the normal cleavage of the N-aryl-α-amino alcohol group.

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