Cascade reaction of 3-formylchromones:Highly selective synthesis of 4-oxo-3-(1H-pyrrol-3-yl)-4H-chromenes  

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作  者:Ying Lv Li Chen Xinghan Yun Kun Li Shengjiao Yan 

机构地区:[1]Key Laboratory of Medicinal Chemistry for Natural Resource(Yunnan University),Ministry of Education,School of Chemical Science and Technology,Yunnan University,Kunming 650091,China

出  处:《Green Synthesis and Catalysis》2024年第2期94-101,共8页绿色合成与催化(英文)

基  金:the Natural Science Foundation of Yunnan Province(No.2019FY003003);the National Natural Science Foundation of China(No.21662042);the Scientific and Technological Innovation Team of Green Synthesis and Activity Research of Natural-like Heterocyclic Compound Libraries in Universities of Yunnan Province(No.C17624011121).

摘  要:A novel method for the preparation of highly functionalized 4-oxo-3-(1H-pyrrol-3-yl)-4H-chromenes(OPCMs)from 3-formylchromones andα-isocyanoacetates via an unprecedented three-component[1+1+3]cycloaddition reaction in one pot was developed.The three-component cascade reaction was enabled by refluxing a mixture of the substrates in 1,4-dioxane in the presence of Ag_(2)CO_(3) as a Lewis acid promoter.As a result,a series of functionalized pyrroles(OPCMs,3),was prepared regioselectively and in high yields(80%-88%)through the formation of three bonds.This protocol can be used in the synthesis of OPCMs rather than through conventional,multi-step reactions and is suitable for both combinatorial and parallel syntheses of pyrroles.

关 键 词:4-Oxo-3-(1H-pyrrol-3-yl)-4H-chromenes THREE-COMPONENT Cascade reaction [1+1+3]cycloaddition 3-Formylchromones 

分 类 号:O62[理学—有机化学]

 

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