Tetrahedron p. 6805 - 6814 (2017)
Update date:2022-08-04
Topics: Synthesis of the Common Intermediate Synthesis of 9-Aryl-1,6,8,9-Tetrahydro-7H-Pyrazolo[3,4-f]Quinolin-7-One Synthesis of 11-Aryl-1,6,7,8,9,11-Hexahydro-10H-Pyrazolo[3,4-a]Acridin-10-One Synthesis of 11-Aryl-3,6,7,8,9,11-Hexahydro-10H-Imidazo[4,5-a]Acridin-10-One
Yan, Lirong
Li, Qingyang
Xu, Hui
Xu, Zhongyun
Yu, Qiuyu
Qin, Yaqi
Rong, Liangce
An efficient in-situ reduction and cyclization reaction was reported from the aromatic aldehydes, 6-nitro-1H-indazole (5-nitrobenzimidazole), and 2,2-dimethyl-1,3-dioxane-4,6-dione (1,3-cyclohexanedione or dimedone) to synthesize 9-aryl-1,6,8,9-tetrahydro-7H-pyrazolo[3,4-f]quinolin-7-one, 11-aryl-1,6,7,8,9,11-hexahydro-10H-pyrazolo [3,4-a]acridin-10-one, and 11-aryl-3,6,7,8,9,11-hexahydro-10H-imidazo[4,5-a]acridin-10-one derivatives in the presence of SnCl2·2H2O in THF medium. The advantages of this method are mild conditions, convenient manipulation, high yields and wide range of substrates.
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