117749-19-6Relevant articles and documents
Integrated chemical process. Construction of highly substituted allylic moieties from allylic sulfones in one-pot
Orita, Akihiro,Watanabe, Akihiro,Tsuchiya, Hiroshi,Otera, Junzo
, p. 2889 - 2898 (1999)
According to 'integrated chemical process', a novel one-pot process for construction of highly substituted allylic moieties has been achieved. A series of alkylation of allylic sulfones and palladium-catalyzed reductive desulfonylation by use of LiBHEt3 is integrated. The double alkylation furnishes more substituted olefins. Use of arylzinc compounds in place of the hydride enables electrophilic alkylation/nucleophilic arylation in one-pot. The integrated process provides higher overall yields than the corresponding stepwise process.
Phase transfer catalysis (ptc): a convenient tool for generation and reactions of allyl sulphonyl carbanions
Jonczyk, Andrzej,Radwan-Pytlewski, Tadeusz
, p. 111 - 119 (2007/10/03)
Allyl sulphones la-d or le react with alkyl halides (RX) in the presence of concentrated aqueous NaOH solution and tetrabutylammonium bromide (TBAB) as a catalyst to give, with high yields, mono(2a-d) or di-alkylated (3e) products, respectively. Under the same conditions sulphone If forms mixtures of the products, the composition of which depends on the structure of RX and the RX:lf ratio. With a,cu-dibromo alkanes, sulphones la,d-f give rise to cyclic products (7a,d-f) with low to excellent yields. With 4-nitrofluorobenzene (in solid NaOH-DMSO system) or vinyl acetate (by PTC) sulphone la affords the products 2al3 and 9a, respectively.