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.
Reaction of Lithium Acylate α-Carbanions with Carbon Tetrabromide
Zorin,Zaynashev,Zorin
, p. 1527 - 1531 (2019/12/28)
Lithium acylate α-carbanions generated by metalation of acetic, butanoic, and 2-methylpropanoic acids with lithium diisopropylamide in THF under argon reacted with carbon tetrabromide at 20-25°C (2 h) to produce butanedioic acid or its 2,3-diethyl and 2,2,3,3-tetramethyl derivatives, as well as the corresponding 2-bromocarboxylic acids and bromoform. The effect of the halogen nature in carbon tetrahalide (CCl4, CBr4) on the reaction selectivity is discussed.
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.