108919-91-1Relevant articles and documents
Vinyl sulfones in solid-phase synthesis: Preparation of 4,5,6,7-tetrahydroisoindole derivatives
Cheng,Olmstead,Kurth
, p. 5528 - 5533 (2001)
The preparation of functionalized 4,5,6,7-tetrahydroisoindole via a traceless solid-phase sulfone linker strategy is described. Thermolytic extrusion of SO2 from polymer-bound 3-(phenylsulfonyl)-3-sulfolene (7) generated polymer-bound 2-(phenylsulfonyl)-1,3-butadiene (9) in situ which underwent Diels-Alder cycloaddition with various dienophiles to furnish vinyl sulfone resins 10-14. To complete a traceless linker cleavage strategy, (p-tolysulfonyl)methyl isocyanide or ethyl isocyanoacetate was employed to react with the vinyl sulfone moiety to liberate functionalized 4,5,6,7-tetrahydroisoindole products from the resin. Using this chemistry, nine tetrahydroisoindole derivatives (6, 15-22) were prepared in 32-41% overall yields from polystyrene/divinylbenzene sulfinate 1.
An expedient synthesis of substituted tetraaryltetrabenzoporphyrins
Finikova,Cheprakov,Beletskaya,Vinogradov
, p. 261 - 262 (2007/10/03)
A simple route to tetraaryltetrabenzoporphyrins (Ar4TBPs) is developed; the procedure allows for the introduction of substituents on both benzo- and phenyl-rings and employs readily available, inexpensive components.
4-Bromo-2-sulfolenes. Butadienyl Cation Equivalents
Chou, Ta-shue,Hung, Su Chun,Tso, Hsi-Hwa
, p. 3394 - 3399 (2007/10/02)
4-Bromo-2-sulfolene and 4-bromo-3-methyl-2-sulfolene react with alkylcuprates to give direct substitution products, with vinyl- or phenylcuprates or sulfur-containing nucleophiles to give allylic substitution products, and with strongly basic nucleophiles to give elimination products.The allylic substitution products and the isomerized direct substitution products are precursors for substituted 1,3-butadienes.Thus, these 4-bromo-2-sulfolenes serve as butadienyl cation equivalents.