52909-66-7Relevant articles and documents
Redox Property of Enamines
Li, Yao,Wang, Dehong,Zhang, Long,Luo, Sanzhong
, p. 12071 - 12090 (2019/10/11)
Enamines are electron-rich compounds bearing intriguing redox properties. Herein, a series of secondary enamines condensed from primary amine and β-ketocarbonyls were synthesized and their electrochemical oxidation properties were systematically studied by cyclic voltammetry. Furthermore, theoretical calculation of oxidation potentials of enamines, particularly those catalytic intermediates, was also conducted to further broaden the scope investigated. Possible structural factors on oxidation and the nature of the resulted radical cation intermediates were revealed and discussed. Correlation of redox potentials with molecular properties such as highest occupied molecular orbital energies and natural population analysis charge were explored, and there appears no simple linear correlation. On the other hand, a good correlation with Mayr's nucleophilicity parameter N was noted among a range of catalytically relevant enamines. Spin population analysis disclosed that enamine radical cations mainly exhibit the carbon-center free radical feature. Taking experimental and computation data together, a comprehensive picture about the redox property of enamines is presented, which would provide guidance in the development of oxidative enamine catalysis and transformations.
Cyanuric chloride catalysed rapid conversion of β-ketoesters into β-enaminoesters under mild and solvent-free conditions
Kamble,Joshi,Atkore
experimental part, p. 616 - 621 (2012/07/03)
Cyanuric chloride is shown to be an extremely efficient catalyst for the synthesis of β-enaminoesters from β-ketoesters under solvent-free conditions by grinding in a mortar with pestle at 25 °C. A short reaction time, an inexpensive and easily available catalyst, mild reaction conditions and excellent yields of the products are attractive features of this methodology.
Ni(OAc)2: A highly efficient catalyst for the synthesis of enaminone and enamino ester derivatives under solvent-free conditions
Liu, Ju-Yan,Cao, Gai-E.,Xu, Wei,Cao, Jie,Wang, Wei-Lu
experimental part, p. 685 - 691 (2010/11/20)
Ni(OAc)2 was found to be an efficient catalyst for the synthesis of β-enamino ketones or esters from β-dicarbonyl compounds and amines under solvent-free conditions. The reusability of the catalyst was successfully examined without noticeable loss of its catalytic activity. Copyright
