6837-16-7Relevant academic research and scientific papers
Fast, acid-free, and selective lactamization of lactones in ionic liquids
Orrling, Kristina M.,Wu, Xiongyu,Russo, Francesco,Larhed, Mats
supporting information; experimental part, p. 8627 - 8630 (2009/04/11)
(Chemical Equation Presented) A fast and acid-free one-pot 0.2-30 mmol microwave methodology for direct ionic liquid-mediated preparation of lactams from lactones and primary amines has been developed. The protocol was investigated with a wide range of primary amines and a handful of lactones, including substrates with acid-sensitive substituents. Both γ-lactams and δ-lactams were, despite the complete absence of a Bronsted acid, obtained in useful to excellent yields after only 35 min of microwave processing.
PREPARATION OF N-ARYLAMINO-2-PYRROLIDONES FROM ARYLHYDRAZIDES OF γ-CHLOROBUTYRIC ACID
Blokhina, A. V.,Boronin, V. G.,Druzhinina, V. V.,Zhestkov, V. P.,Portnov, Yu. N.
, p. 395 - 399 (2007/10/02)
Intramolecular alkylation of the arylhydrazides of γ-chlorobutyric acid in the presence of sodium ethoxide leads to the formation of N-arylamino-2-pyrrolidones.The direction of the reaction is not altered by the absence of a substituent on the aniline nitrogen atom.In the case of a p-nitrophenyl-hydrazide, O-alkylation is observed.
APPLICATIONS OF THE THERMAL ENE REACTION OF ALDEHYDE t-BUTYL- AND PHENYL- HYDRAZONES
Baldwin, Jack E.,Adlington, Robert M.,Jain, Ashok U.,Kolhe, Jayant N.,Perry, Matthew W. D.
, p. 4247 - 4252 (2007/10/02)
The Thermal Ene reaction of aldehyde t-butyl- and phenyl- hydrazones with enophiles gave C-trapped azo-adducts which can be diverted into synthetically useful γ-keto-esters, γ-keto-nitriles, γ-alkyl-2-pyrrolidones, and γ-amino-esters.
Michael Additions of Hydrazones for Carbon-Carbon Bond Formation
Baldwin, Jack E.,Adlington, Robert M.,Bottaro, Jeffrey C.,Jain, Ashok U.,Kolhe, Jayant N.,et al.
, p. 1095 - 1096 (2007/10/02)
The lithium salts of t-butyl- and trityl-hydrazones react with methyl crotonate to form C-trapped azo-esters and similar products were observed from a thermal ene-reaction of aldehyde t-butylhydrazones with methyl acrylate or acrylonitrile, and aldehyde phenylhydrazones with methyl acrylate; these products can be diverted into synthetically useful γ-keto-esters, γ-keto-nitriles, saturated esters, γ-alkyl-2-pyrrrolidones, and γ-amino-esters.
