113667-69-9Relevant articles and documents
Lanthanide triflate catalyzed imino Diels-Alder reactions; convenient syntheses of pyridine and quinoline derivatives
Kobayashi,Ishitani,Nagayama
, p. 1195 - 1202 (1995)
Lanthanide triflate catalyzed imino Diels-Alder reactions of imines with dienes or alkenes have been developed. A new group of Lewis acids, lanthanide triflates, are quite effective for the catalytic activation of imines. Unique reactivities of imines which work as both dienophiles and azadienes under certain conditions have been revealed. Three-component coupling reactions between aldehydes, amines, and dienes or alkenes were successfully carried out by using lanthanide triflate as a catalyst to afford pyridine and quinoline derivatives in high yields. The Lewis acid catalysts were stable and kept their activity even in the presence of water and amines. A stepwise reaction mechanism for these reactions is suggested from the experimental results.
Triphenyl phosphonium perchlorate - An efficient catalyst for the imino Diels-Alder reaction of imines with electron rich dienophiles. Synthesis of pyranoquinoline, furoquinoline and phenanthridine derivatives
Nagarajan, Rajagopal,Chitra, Sundararajan,Perumal, Paramasivan T
, p. 3419 - 3423 (2007/10/03)
Triphenyl phosphonium perchlorate (TPP) is found to be an efficient catalyst for the imino Diels-Alder reaction of aldimines with cyclopentadiene and 3,4-dihydro-2H-pyran is reported for the first time. One pot synthesis of furoquinoline, cyclopentaquinol
Cycloaddition Reactions of α-Keto Imines. Regio- and Stereoselectivities in the Dienic and Dienophilic Additions to Conjugated Dienes
Lucchini, Vittorio,Prato, Maurizio,Scorrano, Gianfranco,Tecilla, Paolo
, p. 2251 - 2258 (2007/10/02)
The α-keto imines 4 or their methanol adducts 5 (a, R = NO2; b, R = Cl; c, R = CH3; d, R = OCH3) add at room temperature under Lewis acid catalysis to 1,3-butadiene, 2-methyl-1,3-butadiene, 2,3-dimethyl-1,3-butadiene, cyclopentadiene, and 1,3-cyclohexadie
