Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Reaction of α-Substituted Ketones with N-Alkylhydroxylamines
SEITARO SAEKIHARUYOSHI HONDAMASATOMO HAMANA
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Keywords: pyrroline
JOURNAL FREE ACCESS

1983 Volume 31 Issue 5 Pages 1474-1481

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Abstract
N-Methyl- and N-benzylhydroxylamine reacted smoothly with ethyl acetoacetate to afford the pyrroline compounds 1 and 2, respectively. On the other hand, the reaction of N-cyclohexylhydroxylamine gave the nitrone compound 3. Other active methylene compounds, i.e., diethyl acetonedicarboxylate, benzoylacetone and nitroacetone, reacted with methylhydroxylamine to give the N-methylpyrrole 6, the nitrone 7 and the isoxazoline 8, respectively.
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© The Pharmaceutical Society of Japan
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