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The efficient in‐situ reduction and cyclization reaction of aromatic aldehyde, 1,3‐cyclopentanedione (tetronic acid), and nitro‐compound under SnCl2·2H2O‐THF medium
Authors:Hui Xu  Lei Li  Lei Dai  Kaimin Mao  Wang Kou  Cong Lin  Liangce Rong
Institution:1. Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials;2. School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu, P. R. China
Abstract:An efficient in‐situ reduction and cyclization reaction for the synthesis of pyrazolo4,3‐f]quinoline, pyrazolo3,4‐f]quinoline, and pyrazolo3,2‐f]quinoline derivatives directly form 5‐nitroindazole, 6‐nitroindazole and 5‐nitroindole in the presence of SnCl2·2H2O was reported. Compared to traditional synthetic methods, this approach has the advantages of stable reagents, easy obtaining raw material, and high yields. In this research, SnCl2·2H2O is the efficient reducing agent for the in‐situ reduction and cyclization reaction of nitro‐compound. In addition, this process provided an alternative approach for the synthesis of target compounds.
Keywords:in‐situ reduction  pyrazolo[3  2‐f]quinoline  pyrazolo[3  4‐f]quinoline  pyrazolo[4  3‐f]quinoline  SnCl2·  2H2O
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