105065-06-3Relevant academic research and scientific papers
Carbopalladation-sulphonylation of allene: A versatile preparation of 2-vinyl or 2-aryl allyl sulphones
Vicart, Nicolas,Cazes, Bernard,Gore, Jacques
, p. 9101 - 9110 (1996)
The allene carbopalladation process can be realized with various vinylic or aromatic derivatives, in the presence of sodium benzenesulphinate, and allows the preparation of the entitled sulphones.
Addition Reactions of (Phenylsulfonyl)propadiene with 1-Pyrrolidinyl Enamines of Cyclic Ketones: Syntheses and Reactions of 1,3-Dienes Possessing an Allyl Sulfone Moiety
Hayakawa, Kenji,Takewaki, Makoto,Fujimoto, Ichiro,Kanematsu, Ken
, p. 5100 - 5105 (2007/10/02)
Addition reactions of (phenylsulfonyl)propadiene (1) with various 1-pyrrolidinyl enamines have been investigated.Allene 1 and enamines of cyclic ketones (2, 7-14) readily underwent the Michael-type addition reactions at -50 deg C to give the adducts 3, 15-20, and/or their isomers 4 and 21-26, which apparently arose by base-catalyzed isomerization of the former.These adducts were conveniently converted into the corresponding 1,3-dienes possessing allyl sulfone moiety (28, 38-45) through allyl acetates (27, 30-37) by base-promoted (n-BuLi, -50 deg C) 1,4-elimination of acetic acid to vinyl sulfones followed by deconjugation to allyl sulfones.The synthetic versatility of these dienes was revealed by the Diels-Alder reactions with dimethyl acetylenedicarboxylate (DMAD) and alkylation reactions via α-sulfonyl carbanions.
