1217271-38-9Relevant academic research and scientific papers
Copper-catalyzed nitrene transfer as a tool for the synthesis of N-substituted 1,2-dihydro- and 1,2,3,4-tetrahydropyridines
Maestre, Lourdes,Fructos, Manuel R.,Diaz-Requejo, M. Mar,Perez, Pedro J.
, p. 7839 - 7843 (2012)
The sequential reaction of two different furans and PhI=NTs produces 1,2-dihydropyridines in a quantitative manner in the presence of Tp Br3Cu(NCMe) (TpBr3 = hydrotris(3,4,5-tribromopyrazolyl) borate) as the catalyst under very mild conditions. The use of a furan and ethyl vinyl ether with PhI=NTs has led to the corresponding 1,2,3,4- tetrahydropyridine.
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.
