18700-01-1Relevant articles and documents
Oxidative deoximation of N-methyl-2,6-diphenyl piperidin-4-one oxime and its 3-alkyl derivatives by acid dichromate
Santhi
scheme or table, p. 2529 - 2532 (2012/08/27)
Kinetics of oxidation of N-methyl-2,6-diphenyl piperidin-4-one and its 3-alkyl substituted derivatives by acid dichromate has been studied in aqueous acetic acid medium. The oxidation is first order with respect to [oxidant] and [substrate]. The reactions are acid catalyzed. Ionic strength has no appreciable effect on the reaction rate. The reaction rate decreases with decrease in the dielectric strength of the medium indicating a polar mechanism. The reactions followed at four different temperatures and the activation parameters computed. Based on the results obtained a suitable mechanism is proposed. The reactivity sequence is found to be 1,3,5-trimethyl PPO > 1-methyl PPO > 1,3-dimethyl PPO > 1-methyl-3-ethyl PPO > 1-methyl-3-isopropyl PPO.
A piperidinium triflate catalyzed Biginelli reaction
Ramalingan, Chennan,Park, Su-Jung,Lee, In-Sook,Kwak, Young-Woo
scheme or table, p. 2987 - 2994 (2010/06/19)
A piperidinium triflate, 1,1,3,5-tetramethyl-4-oxo-2,6-diphenylpiperidinium triflate, in acetonitrile efficiently catalyzes one synthetic operational construction of biopertinent hydropyrimidines from respective aldehyde, β-dicarbonyl, and urea/thiourea building blocks.
Heterocyclization of oximes of 3,5-dimethyl(1,3,5-trimethyl)-2,6- diphenylpiperid-4-ones and N-benzylpyrrolid-3-ones with acetylene in a superbasic medium
Voskressensky,Borisova,Varlamov
, p. 326 - 333 (2007/10/03)
It has been established that on heterocyclization of 3,5-dimethyl-2,6- diphenylpiperid-4-one oxime with acetylene in a superbasic medium migration of the 3a-CH3 group to the anionic nitrogen atom occurs, leading to the formation of 5,7-dimethyl-4,6-diphenyl-4,5,6,7-tetrahydropyrrolo[3,2-c]pyridine. The formation of the N-anion causes aromatization of the tetrahydropyridine ring. Tetrahydropyrrolo-[1,2-c]pyrimidines are formed in the Trofimov reaction as a result of decomposition of the intermediate 3H-pyrrole in a retro-Mannich reaction.