Tetrahedron Letters

One-pot synthesis of pyrrolidino-and piperidinoquinolinones by three-component aza-Diels–Alder reactions of in situ generated N-arylimines and cyclic enamides

W Zhang, Y Dai, X Wang, W Zhang

文献索引：Zhang, Wei; Zhang, Wenxue; Dai, Yisi; Wang, Xuerui Tetrahedron Letters, 2011 , vol. 52, # 46 p. 6122 - 6126

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被引用次数: 11

摘要

An efficient synthesis of hexahydropyrrolo [3, 2-c] quinolin-2-ones and hexahydropyridino [3, 2-c] quinolin-2-ones has been developed in moderate to high yields by one-pot two-step aza- Diels–Alder reactions of N-arylimines, formed in situ from anilines and benzaldehydes, with cyclic enamides, formed in situ from 5-hydroxypyrrolidin-2-ones and 6-hydroxypiperidin-2- ones by BF3· OEt2-promoted dehydration in dichloromethane at room temperature. The ...