1979Bulletin of the Chemical Society of JapanRequires access

Syntheses of Alkylphosphonic Esters by the Reactions of Aliphatic Thiones with Trialkyl Phosphites

Tokuzō Kawase, Shigeo Yoneda, Zen‐ichi Yoshida

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Abstract

Abstract Aliphatic thiones were found to react with trialkyl phosphites to give (alkylthio)- and/or mercapto-alkylphosphonic esters. The reaction is interpreted in terms of the carbophilic attack with trialkyl phosphites at the carbon atom of the thiocarbonyl group, and the subsequent migration mechanism via the betaine intermediate.

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Abstract Aliphatic thiones were found to react with trialkyl phosphites to give (alkylthio)- and/or mercapto-alkylphosphonic esters. The reaction is interpreted in terms of the carbophilic attack with trialkyl phosphites at the carbon atom of the thiocarbonyl group, and the subsequent migration mechanism via the betaine intermediate.

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Available abstract

Abstract Aliphatic thiones were found to react with trialkyl phosphites to give (alkylthio)- and/or mercapto-alkylphosphonic esters. The reaction is interpreted in terms of the carbophilic attack with trialkyl phosphites at the carbon atom of the thiocarbonyl group, and the subsequent migration mechanism via the betaine intermediate.

Key concepts: Chemistry, Betaine, Carbon atom, Organic chemistry, Medicinal chemistry, Carbon fibers, Alkyl, Materials science

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