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

Autor: Ying Lv, Li Chen, Xinghan Yun, Kun Li, Shengjiao Yan
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Green Synthesis and Catalysis, Vol 5, Iss 2, Pp 94-101 (2024)
Druh dokumentu: article
ISSN: 2666-5549
DOI: 10.1016/j.gresc.2022.10.003
Popis: A novel method for the preparation of highly functionalized 4-oxo-3-(1H-pyrrol-3-yl)-4H-chromenes (OPCMs) from 3-formylchromones and α-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 Ag2CO3 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.
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