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Chemistry of acetylenic ethers XLIV: Additions to the ethyl ester and anilide of (Ethylthio)propynoic acid

โœ Scribed by J. Bonnema; H. J. Alkema; J. F. Arens


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
651 KB
Volume
79
Category
Article
ISSN
0165-0513

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โœฆ Synopsis


Abstract

The addition of electrophilic reagents to ethyl (ethylthio)propynoate II occurs at carbon atom 2. Uncharged nucleophilic reagents (amines) are also added at carbon atom 2, but charged nucleophiles (ethoxide ion and the carbanion of malonic ester) interact at carbon atom 3. Additions to the anilide of (ethylthio)propynoic acid (XVIII) take a similar course. The results are discussed and explained.


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