Issue 13, 1975
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

A simple synthesis of enamides from ketoximes

Robin B. Boar,   James F. McGhie,   Mick Robinson,   Derek H. R. Barton,   David C. Horwell  and  Robert V. Stick  

Abstract

Ketoximes are converted into enimides [as (III)] in excellent yield by refluxing acetic anhydride in pyridine. Use of alumina chromatography during work-up affords the corresponding enamides [as (II)]. The latter are also prepared by reducing oxime acetates in the presence of acetic anhydride with reagents such as chromium(II). The generality of these reactions is established. Enamides show limited chemical reactivity in comparison with enamines. A particular exception is their efficient α-acetoxylation by reagents such as lead tetra-acetate. Attention is directed to the preparation and use of titanium(III) acetate.

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Article information

DOI
https://doi.org/10.1039/P19750001237
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 1237-1241

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A simple synthesis of enamides from ketoximes

R. B. Boar, J. F. McGhie, M. Robinson, D. H. R. Barton, D. C. Horwell and R. V. Stick, J. Chem. Soc., Perkin Trans. 1, 1975, 1237 DOI: 10.1039/P19750001237

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