34009-04-6Relevant articles and documents
Nickel-catalyzed asymmetric reductive arylation of α-chlorosulfones with aryl halides
Sun, Deli,Ma, Guobin,Zhao, Xinluo,Lei, Chuanhu,Gong, Hegui
, p. 5253 - 5258 (2021)
We report an asymmetric Ni-catalyzed reductive cross-coupling of aryl/heteroaryl halides with racemic α-chlorosulfones to afford enantioenriched sulfones. The reaction tolerates a variety of functional groups under mild reaction conditions, which complements the current methods. The utility of this work was demonstrated by facile late-stage functionalization of commercial drugs.
Electrophilic behavior of lithiated 1-alkoxyalkyl and 1-alkylthioalkyl sulfones. Regioselective synthesis of enol ethers and vinyl sulfides
Habermann, Anne-Kathrin,Julia, Marc,Verpeaux, Jean-Noel,Zhang, Da
, p. 965 - 972 (2007/10/02)
The readily available 1-alkoxyalkyl and 1-alkylthioalkyl sulfones display electrophilic behavior when lithiated.For example, both react regioselectively with lithiated alkyl sulfones to give enol ethers and vinyl sulfides, respectively.A series of methyl and tert-butyl enol ethers and vinyl sulfides have been prepared. - Keywords: sulfones / alkoxyalkyl sulfones / carbenoids / enol ethers / heterosubstituted carbanions / alkylthioalkyl sulfones / vinyl sulfides
A convenient preparation of mono- or gem-di-halogenoalkanes from α-sulfonyl carbanions and halogenolithiocarbenoids.
Charreau, Philippe,Julia, Marc,Verpeaux, Jean-Noel
, p. 201 - 210 (2007/10/02)
Various α-sulfonyl carbanions have been shown to react at low temperature with di- or tri-halogenolithiocarbenoids, to give 1-mono- or 1,1-di-halogenoalkanes.Bromocarbenoids gave better results than their chloro-analogues.Reaction of dibromolithiomethane with α-lithiated sulfones gives a high yield of vinylic bromides, the stereochemistry of which is cleanly E.Evidence is presented that the carbenoid itself is responsible for the reaction, and is not first converted into the corresponding carbene.