Facile synthesis of spiro-heterocycles through one-pot multicomponent [3+3] cross 1,3-dipolar cycloaddition reactions

被引：0

作者：

Ma, Guo-Yang ^{[1
]}

Li, Ya-Fei ^{[2
]}

Xu, Qing ^{[2
]}

Ma, Yue-Yao ^{[2
]}

Li, Ya-Wen ^{[2
]}

Gong, Guo-Qiang ^{[3
]}

Zhang, Ning ^{[3
]}

Dang, Tan ^{[1
]}

Wang, Kai-Kai ^{[2
]}

机构：

[1] Xinxiang Univ, Sch Chem & Mat Engn, Xinxiang 453003, Peoples R China

[2] Xinxiang Univ, Sch Pharm, Xinxiang 453003, Peoples R China

[3] Jilin Prov Prod Qual Supervis & Inspection Inst, Changchun 130012, Peoples R China

来源：

TETRAHEDRON | 2024年 / 168卷

关键词：

Spiro-heterocycles; Multicomponent; 3+3] cycloadditions; Nitrile imines; 4-Triazines; 1,2,4-Triazines; AZOMETHINE YLIDES; NITRILE IMINES; ACCESS;

D O I：

10.1016/j.tet.2024.134328

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A three-component 1,3-dipolar cycloaddition reaction involving ninhydrin, proline, and nitrile imines, which are generated in situ from hydrazonoyl chlorides, has been developed. This transformation can be conceptualized as a cross-1,3-dipolar cycloaddition reaction between two distinct ylides, proceeding via a [3 + 3] annulation pathway. This approach offers a swift route to a diverse array of novel and structurally intricate spiromultiheterocyclic skeletons, achieving good yields ranging from 80 % to 94 %. Furthermore, the chemical structure of a representative product has been rigorously confirmed via X-ray diffraction analysis.

引用

页数：6

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