63755-71-5Relevant academic research and scientific papers
Substrate controlled, regioselective carbopalladation for the one-pot synthesis of C4-substituted tetrahydroisoquinoline analogues
Krishna Reddy, Singarajanahalli Mundarinti,Nanubolu, Jagadeesh Babu,Selva Ganesan, Subramaniapillai,Suresh, Pavithira,Suresh, Surisetti,Thamotharan, Subbiah
, p. 15794 - 15799 (2020)
6-Exo-trig cyclization reaction through regioselective carbopalladation was demonstrated with N-(2-halobenzyl)-N-allylamines to furnish the corresponding C4-substituted tetrahydroisoquinoline derivatives. The scope of the reaction was extended to the synt
Palladium-Catalyzed Ring-Forming Aminoalkenylation of Alkenes with Aldehydes Initiated by Intramolecular Aminopalladation
Hu, Yue,Xie, Yinjun,Shen, Zhiqiang,Huang, Hanmin
, p. 2473 - 2477 (2017/02/23)
A palladium-catalyzed aminopalladation reaction followed by nucleophilic addition with aldehydes and dehydration is described. This direct and operationally simple procedure provides a rapid and reliable approach to a wide range of functionalized tetrahydroisoquinolines with high selectivity. Mechanistic studies disclosed that the nucleophilic addition, performed via a highly ordered transition-state, is the turnover-limiting step in which the inherent β-hydride elimination of the key Csp3?Pd species was controlled by the confined conformation and the nucleophilicity of the Csp3?Pd bond was enhanced by the strong electron-donating effect of the nitrogen atom.
Synthesis of functionalized tetrahydroisoquinolines via palladium-catalyzed 6-exo-dig carbocyclization of 2-bromo-N-propargylbenzylamines
Nandakumar,Muralidharan,Perumal
experimental part, p. 1644 - 1648 (2011/04/26)
An efficient twostep synthetic strategy for tetrahydroisoquinolines has been described. The first step involves CuI catalyzed three-component coupling reaction of terminal alkyne, aldehyde and amine that provides the requisite propargyl amine. Regio- and
