1971Bulletin of the Chemical Society of JapanRequires access

The Reactions of β-Ketosulfonium Salts with Sulfenamide Derivatives

Teruaki Mukaiyama, Kazuo Hosoi, Shun Inokuma, Takanobu Kumamoto

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Abstract

Abstract 2-Phenylthio-2-(dimethylsulfuranylidene)acetophenone was obtained in good yield by the reaction of dimethylphenacylsulfonium bromide with N,N-diethylbenzenesulfenamide. The reaction of dimethyl-α-methylphenacylsulfonium bromide with N,N-diethylbenzenesulfenamide gave α-phenylthioacrylophenone in good yield. The reactions of α-phenylthioacrylophenone thus obtained with various active methylene compounds were investigated.

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Abstract 2-Phenylthio-2-(dimethylsulfuranylidene)acetophenone was obtained in good yield by the reaction of dimethylphenacylsulfonium bromide with N,N-diethylbenzenesulfenamide. The reaction of dimethyl-α-methylphenacylsulfonium bromide with N,N-diethylbenzenesulfenamide gave α-phenylthioacrylophenone in good yield. The reactions of α-phenylthioacrylophenone thus obtained with various active methylene compounds were investigated.

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Available abstract

Abstract 2-Phenylthio-2-(dimethylsulfuranylidene)acetophenone was obtained in good yield by the reaction of dimethylphenacylsulfonium bromide with N,N-diethylbenzenesulfenamide. The reaction of dimethyl-α-methylphenacylsulfonium bromide with N,N-diethylbenzenesulfenamide gave α-phenylthioacrylophenone in good yield. The reactions of α-phenylthioacrylophenone thus obtained with various active methylene compounds were investigated.

Key concepts: Chemistry, Sulfenamide, Organic chemistry, Vulcanization, Natural rubber

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