Synthesis of benzyl sulfides via substitution reaction at the sulfur of phosphinic acid thioesters.

Yoshitake Nishiyama, Takamitsu Hosoya, Suguru Yoshida

Chemical communications (Cambridge, England) 2020 May 28

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An ambident electrophilicity of phosphinic acid thioesters is disclosed. Unexpected carbon-sulfur bond formation took place in the reaction between phosphinic acid thioesters and benzyl Grignard reagents. The developed method for benzyl sulfides has a wide substrate scope and was applicable for the synthesis of a drug analog.

Citation

Yoshitake Nishiyama, Takamitsu Hosoya, Suguru Yoshida. Synthesis of benzyl sulfides via substitution reaction at the sulfur of phosphinic acid thioesters. Chemical communications (Cambridge, England). 2020 May 28;56(43):5771-5774