Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Sulfoxonium Ylide Chemistry. II. Reaction of Stable Sulfoxonium Ylides with Base
JUNYA IDEYUKICHI KISHIDA
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1968 Volume 16 Issue 5 Pages 793-798

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Abstract
Ethyl 3-phenyl-1, 3-butadiene-2-carboxylate derivatives (IIa-d) were prepared from dimethylsulfoxonium 3-ethoxycarbonyl-2-phenylallylide by the treatment with triethylamine. These structures were determined by nuclear magnetic resonance spectra, Diels-Alder reaction with tetracyanoethylene and other chemical evidence. The mechanistic assumption for the formation of the butadiene derivatives from sulfoxonium ylides was given. Dimethylsulfoxonium N, 4-diphenyl-3, 4-dehydropiperidino-3, 6-dion-5-ylide derivatives (XIa-c) were obtained from dimethylsulfoxonium 1-phenylcarbamoyl-3-ethoxycarbonyl-2-phenylallylide (Xa-c) by the treatment with sodium ethoxide.
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© The Pharmaceutical Society of Japan
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