1186-79-4Relevant articles and documents
Reaction of Lithium Acylate α-Carbanions with Carbon Tetrachloride
Zorin,Zaynashev,Zorin
, p. 42 - 46 (2019/04/27)
Metalation of acetic, butanoic, or 2-methylpropanoic acid with lithium diisopropylamide in tetrahydrofuran under argon gave the corresponding lithium acylate α-carbanions which reacted with carbon tetrachloride at 20–25°C for 2 h to afford butanedioic acid or its 2,3-diethyl and 2,2,3,3-tetramethyl derivatives, as well as the corresponding α-chlorocarboxylic acids and chloroform. A radical mechanism was proposed for the formation of dicarboxylic and α-chlorocarboxylic acids.
Reactions of Lithium Acylates α-Carbanions with 1,2-Diiodoethane
Zorin,Chanysheva,Lenkova,Zorin
, p. 148 - 150 (2019/04/08)
The interaction of lithium acylates α-carbanions (obtained via metallation of acetic, butyric, and isobutyric acids with lithium diisopropylamide) with 1,2-diiodoethane under argon in tetrahydrofuran at 20–25°C has proceeded as oxidative cross-coupling of enolate anions to form succinic, 2,3-diethylsuccinic, and 2,2,3,3-tetramethylsuccinic acids with yields 50, 53, and 16%, respectively. The products of sequential nucleophilic substitution of iodine atoms with alkyloxycarbonyl species have not been detected.
Reaction of α-carbanions of lithium acylates with 1,2-dibromoethane
Zorin,Zaynashev,Chanysheva,Zorin
, p. 1382 - 1385 (2015/08/03)
The reaction of 1,2-dibromoethane with α-carbanions of lithium acylates generated from acetic, butyric, isobutyric, and capronic acids with lithium diisopropylamide has been studied. Anion-radical and anionic pathways of the products formation have been discussed.
