Stable Sulfur Ylides. X. Reactions of Carbonyl-Stabilized Sulfonium Ylides with Acetyl Chloride

Sunao Furukawa; Jun etsu Igarashi; Mitsuaki Watanabe; Toshio Kinoshita

doi:10.1248/cpb.38.227

Stable Sulfur Ylides. X. Reactions of Carbonyl-Stabilized Sulfonium Ylides with Acetyl Chloride

Sunao Furukawa, Jun etsu Igarashi, Mitsuaki Watanabe, Toshio Kinoshita

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

Highly stabilized sulfonium diacetylmethylides (la—c) reacted with acetyl chloride to give a mixture of the enol acetates (2a—c) and the enol diacetates (3a—c). Similarly, sulfonium acetylcarbomethoxymethylides (5a, b) gave the enol acetates (6a, b). These enol acetates were hydrolyzed with HCl-MeOH to give 3-methylthio-(3-phenylthio-)2, 4-pentanediones (4a, b) or methyl 2-methylthio-(2-phenylthio-)acetoacetates (7a, b).

Original language	English
Pages (from-to)	227-229
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	38
Issue number	1
DOIs	https://doi.org/10.1248/cpb.38.227
Publication status	Published - 1990
Externally published	Yes

All Science Journal Classification (ASJC) codes

Chemistry(all)
Drug Discovery

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abstract = "Highly stabilized sulfonium diacetylmethylides (la—c) reacted with acetyl chloride to give a mixture of the enol acetates (2a—c) and the enol diacetates (3a—c). Similarly, sulfonium acetylcarbomethoxymethylides (5a, b) gave the enol acetates (6a, b). These enol acetates were hydrolyzed with HCl-MeOH to give 3-methylthio-(3-phenylthio-)2, 4-pentanediones (4a, b) or methyl 2-methylthio-(2-phenylthio-)acetoacetates (7a, b).",

author = "Sunao Furukawa and Igarashi, {Jun etsu} and Mitsuaki Watanabe and Toshio Kinoshita",

year = "1990",

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T1 - Stable Sulfur Ylides. X. Reactions of Carbonyl-Stabilized Sulfonium Ylides with Acetyl Chloride

AU - Furukawa, Sunao

AU - Igarashi, Jun etsu

AU - Watanabe, Mitsuaki

AU - Kinoshita, Toshio

PY - 1990

Y1 - 1990

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AB - Highly stabilized sulfonium diacetylmethylides (la—c) reacted with acetyl chloride to give a mixture of the enol acetates (2a—c) and the enol diacetates (3a—c). Similarly, sulfonium acetylcarbomethoxymethylides (5a, b) gave the enol acetates (6a, b). These enol acetates were hydrolyzed with HCl-MeOH to give 3-methylthio-(3-phenylthio-)2, 4-pentanediones (4a, b) or methyl 2-methylthio-(2-phenylthio-)acetoacetates (7a, b).

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Stable Sulfur Ylides. X. Reactions of Carbonyl-Stabilized Sulfonium Ylides with Acetyl Chloride

Abstract

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