119388-39-5Relevant articles and documents
INFLUENCE OF INTRAMOLECULAR HYDROGEN BONDS ON THE TAUTOMERIC EQUILIBRIUM OF 1,3-DIKETONES
Zheglova, D.,Denkov, N.,Kol'tsov, A. I.
, p. 371 - 374 (1984)
The paper deals with a quantitative characterization of the influence of multiple intramolecular hydrogen bonds on the tautomeric equilibrium of 1,3-diketones by means of NMR-spectroscopy.The contents of the keto- and two enol forms of 1-(o-hydroxyphenyl)-1,3-butandione and 1-(o-methoxyphenyl)-1,3-butandione in tetrachloromethane, deuterochloroforme, acetone-d6 and acetonitrile-d3 are compared.The intramolecular hydrogen bond between the phenolic hydroxyl group and the aromatic carbonyl group in 1-(o-hydroxyphenyl)-1,3-butandione shifts the keto-enol equilibrium toward the keto-tautomer and enol-enol equilibrium toward the tautomer with an enolized aliphatic carbonyl group.
A Baker-Venkataraman retro-Claisen cascade delivers a novel alkyl migration process for the synthesis of amides
Ameen, Dana,Snape, Timothy J.
supporting information, p. 1816 - 1819 (2015/03/30)
A simple extension of the carbamoyl Baker-Venkataraman rearrangement has been developed. If residual water in the reaction is not strictly excluded a Baker-Venkataraman retro-Claisen cascade takes place, giving amide products, in which an alkyl group apparently migrates between two functionalities of the substrate.