Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Reaction of α, β-Unsaturated Cycloalkenones with Azides. I. The Anomalous Products in the Schmidt Reaction
Kemmotsu MitsuhashiKeiichi Nomura
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1965 Volume 13 Issue 8 Pages 951-958

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Abstract
2-Methyl-(Ia), 2-phenyl-(Ib), 3-methyl-2-cyclohexenone (Xa) and 2-cyclohexenone (Xc) were reacted with equivalent mole of sodium azide in polyphosphoric acid. In all cases, 2-amino-2-cyclohexenone derivatives were yielded as abnormal reaction products. In the cases of Ia and Ib, migration of the methyl and the phenyl group to the position 3 was observed accompanied by the simultaneous introduction of an amino group at the position 2, respectively.
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© The Pharmaceutical Society of Japan
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