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一锅法三组分合成氮杂螺壬三烯衍生物

One-pot three-component synthesis of azaspirononatriene derivatives.

作者信息

Oudi Ali, Esmaeili Abbas Ali, Habibi Azizollah

机构信息

Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, Iran.

Department of Chemistry, Faculty of Science, Kharazmi University, Tehran, Iran.

出版信息

Sci Rep. 2025 Apr 30;15(1):15174. doi: 10.1038/s41598-025-97860-0.

Abstract

The present investigation has introduced a new class of isocyanide/acetylene-based multicomponent reactions (IAMCRs). These are a robust technique for efficiently synthesizing intricate spiro architectures through a zwitterionic adduct. The coupling reaction between the "in situ" generated dipoles of the isocyanide-acetylenic ester adducts and 3-alkyl-4-arylidene-isoxazol-5(4H)-one derivative presents a highly effective synthetic pathway for obtaining novel 1-oxo-2-oxa-3-azaspiro[4.4]nona-3,6,8-triene heterocycles. The broad range of substrates, standard experimental conditions, straightforward procedure, and impressive yields make our catalyst-free three-component approach highly practical and green, as it remarkably offers step-, time- and cost-effectiveness based on the green metrics.

摘要

本研究引入了一类新型的异腈/乙炔基多组分反应(IAMCRs)。这些反应是通过两性离子加合物高效合成复杂螺环结构的强大技术。异腈-炔酸酯加合物“原位”生成的偶极子与3-烷基-4-亚芳基异恶唑-5(4H)-酮衍生物之间的偶联反应,为获得新型1-氧代-2-氧杂-3-氮杂螺[4.4]壬-3,6,8-三烯杂环提供了一条高效的合成途径。底物范围广泛、标准实验条件、操作简便以及令人印象深刻的产率,使我们的无催化剂三组分方法具有高度的实用性和绿色性,因为基于绿色指标,它显著地提供了步骤、时间和成本效益。

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