Mechanistic dichotomy in the solvent dependent access to <i>E vs. Z</i>-allylic amines <i>via</i> decarboxylative vinylation of amino acids
作者:Samir Manna、Shunta Kakumachi、Kanak Kanti Das、Youichi Tsuchiya、Chihaya Adachi、Santanu Panda
DOI:10.1039/d2sc02090d
日期:——
donor–acceptor based photocatalysts. The solvent-dependent access to E vs. Z-allylic amines was achieved via decarboxylative vinylation of amino acids with vinyl sulfones. Detailed experimental studies have been conducted to understand the role of the solvent in the reactivity and stereoselectivity of the vinylation reactions.
One-pot synthesis of sulfonyl dibenzosuberdiones <i>via</i> In(OTf)<sub>3</sub>-promoted double Friedel–Crafts reactions of oxygenated arylacetic acids with β-arylvinyl sulfones
作者:Meng-Yang Chang、Chun-Yi Lin
DOI:10.1039/d3ob00149k
日期:——
sulfonyl dibenzosuberdiones is developed via In(OTf)3-promoted tandem double Friedel–Crafts reactions of oxygenated arylacetic acids with β-arylvinyl sulfones. A plausible mechanism is proposed and discussed in detail. This protocol allows for highly effective sequential intermolecular Michael addition, intramolecular ring-closure and α-benzylic oxidation via the formation of two carbon–carbon single
Elimination and addition reactions. Part 33. Formation and behaviour of carbanions derived from sulphones and nitriles bearing β-′onium substituents
作者:Kenneth N. Barlow、Donald R. Marshall、Charles J. M. Stirling
DOI:10.1039/p29770001920
日期:——
Kinetics of eliminationreactions of β-arylsulphonylethyl- and β-cyanoethyl-ammonium and -sulphonium salts have been measured in ethanolic triethylamine buffers. The reactions show buffer saturation kinetics; at low buffer base concentrations ionisation to form the intermediate carbanion is rate-determining, but at higher buffer base concentrations the intermediate carbanion is formed in a rapidly