Aza-Diels-Alder反应合成四氢喹啉的研究进展

Research Progress on Synthesis of Tetrahydroquinolines by Aza-Diels-Alder Reaction

四氢喹啉类化合物具有广泛的生物活性,并且也是一类重要的染料中间体。综述了近几年由N-芳基亚胺与亲双烯体经aza-Diels-Alder反应合成四氢喹啉的反应,以及由羰基化合物、胺和烯醇醚"一锅法"合成四氢喹啉的进展。分析比较了路易斯酸催化、阳离子自由基催化、其他酸催化合成等不同合成方法的优缺点。由羰基化合物、胺和烯醇醚"一锅法"构建四氢喹啉骨架更加简便,具有广阔的发展前景。

Tetrahydroquinoline derivatives have a wide range of biological activities,and are also a kind of important dye intermediates. The reactions for the synthesis of tetrahydroquinoline derivatives by aza-Diels-Alder reactions between N- arylimines and dienophiles were reviewed. New developments in the ＂one- pot ＂ synthesis of tetrahydroquinoline derivatives from the carbonyl compounds,amines,and enol ethers were also reviewed. Different synthetic methods,including Lewis acid catalysis,cation radical catalysis,and other acid catalysis were compared and discussed. Forming tetrahydroquinoline skeletons by ＂one-pot＂synthesis from the carbonyl compounds,amines,and enol ethers is easier,and has broad prospects for development.