C-alkylation reactions of phenylsulphonylnitromethane. A convenient new α-nitro-sulphone synthesis

PA Wade, SD Morrow, SA Hardinger, MS Saft…

Index: Wade, Peter A.; Morrow, Scott D.; Hardinger, Steven A.; Saft, Mallory S.; Hinney, Harry R. Journal of the Chemical Society, Chemical Communications, 1980 , # 6 p. 287 - 288

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Abstract

Phenylsulphonylnitromethane (1) is C-alkylated by benzylic halides and primary alkyl iodides affording α-nitro-sulphones in 43–75% yield; α-nitro-sulphones (83–90% yield) are also obtained from the corresponding C-alkylation of allylic acetates in the presence of catalytic Pd (PPh3) 4.