Synthesis of aryl-substituted quinoline derivatives via Bronsted acid-catalyzed [4+ 2] aza Diels-Alder reaction
T Akiyama, S Nakashima, K Yokota, K Fuchibe
Index: Akiyama, Takahiko; Nakashima, Saeko; Yokota, Koji; Fuchibe, Kohei Chemistry Letters, 2004 , vol. 33, # 7 p. 922 - 923
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Citation Number: 37
Abstract
The aza Diels–Alder reaction of N-aryl aldimine with elec- tron-rich alkene provides useful method for the preparation of quinoline and tetrahydroquinoline derivatives,1 which are pre- cursors of the nitrogen containing natural products. A number of Lewis acid catalysts such as InCl3,2 BiCl3,3 BF3.OEt2,4 Yb(OTf)3,5 LiClO4,6 as well as Br nsted acid catalysts such as CF3CO2H,7 TsOH,8 PPh3HClO4,9 CF3CH2OH,10 and photo- chemical conditions11 ...
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