One-pot rapid synthesis of 4H-1-benzopyran derivatives in a deep eutectic solvent |
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| Authors: | Zongbo Xie Hongxia Li Bo Wang Zhiwen Wu Zhanggao Le |
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| Institution: | 1. Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang, China;2. Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang, China
School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang, China |
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| Abstract: | A method for introducing a biologically active heterocycle, 2-methylquinoline into the 4-position of a 2-amino-4H-1-benzopyran skeleton is described. Choline chloride/glucose (1:1 molar ratio) was used as both the solvent and catalyst in the reaction of a salicylaldehyde, methylquinoline, and cyanoacetate to obtain 2-amino-4H-1-benzopyran derivatives in 48%–80% yields after short reaction times. The effects of the deep eutectic solvent type, substrate molar ratio, cosolvent, temperature, and reaction time were examined. The method has the advantages of simple steps, environmental friendliness, mild conditions, and wide substrate applicability. This is the first attempt to synthesize methylquinoline derivatives of 4H-1-benzopyran. |
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| Keywords: | 2-amino-4H-chromene choline chloride deep eutectic solvent glucose salicylaldehyde |
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