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

1980; Royal Society of Chemistry; Issue: 6 Linguagem: Inglês

10.1039/c39800000287

2050-5639

Peter A. Wade, Scott D. Morrow, Steven A. Hardinger, Mallory S. Saft, Harry R. Hinney,

Sulfur-Based Synthesis Techniques

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.