1217271-46-9Relevant academic research and scientific papers
Cu(I)-Induced Activation of Furan for Inverse Electron Demand ADAR with Alkenes toward Regioselective Synthesis of Tetrahydropyridine
Shukla, Prashant,Asati, Ambika,Bhardiya, Smita R.,Singh, Manorama,Rai, Vijai K.,Rai, Ankita
, p. 7772 - 7780 (2020)
The aza-Diels-Alder reaction of various alkenes and in situ formed 1-aza-1,3-dienes from the reaction of furan/pyrrole/thiophene and PhINTs for the regioselective synthesis of tetrahydropyridine (THP) derivatives was realized. The reaction was catalyzed by TpMe2Cu as a catalyst under very mild reaction conditions. Structurally different alkenes, along with an alkyne, have been utilized as dienophiles to afford a wide range of different THP derivatives up to 70% yield. The potential application of the envisaged method was also investigated by a gram-scale synthesis.
Selective synthesis of N-substituted 1,2-dihydropyridines from furans by copper-induced concurrent tandem catalysis
Fructos, Manuel R.,Alvarez, Eleuterio,Diaz-Requejo, M. Mar,Perez, Pedro J.
experimental part, p. 4600 - 4607 (2010/06/17)
A novel transformation in which mono- or dialkyl-substituted furans are converted into 1,2-dihydropyridines upon reaction with PhI - NTs at room temperature is reported. The reaction is catalyzed by complexes of general formula TpxM (M = Cu, Ag) and consists of a one-pot procedure with four consecutive catalytic cycles. Furan aziridination is followed by aziridine ring-opening, transimination reaction, inverse-electronic-demand aza-Diels-Alder reaction, and a final hydrogen elimination reaction. The mechanism of the overall transformation is proposed where the metal complex displays a crucial role along the reaction pathway.
