Issue 26, 2023

Catalyst-free inverse-electron-demand aza-Diels–Alder reaction of 4,4-dicyano-2-methylenebut-3-enoates and 1,3,5-triazinanes: access to polysubstituted tetrahydropyridines

Abstract

An inverse-electron-demand aza-Diels–Alder reaction between 4,4-dicyano-2-methylenebut-3-enoates and 1,3,5-triazinanes under catalyst-free and additive-free conditions was developed, which provided a highly convenient and straightforward method to construct a series of polyfunctionalized tetrahydropyridines in high yields. This strategy features numerous advantages, including high efficiency, good functional group tolerance, broad substrate scope, and environmentally friendly conditions.

Graphical abstract: Catalyst-free inverse-electron-demand aza-Diels–Alder reaction of 4,4-dicyano-2-methylenebut-3-enoates and 1,3,5-triazinanes: access to polysubstituted tetrahydropyridines

Supplementary files

Article information

Article type
Paper
Submitted
04 Apr 2023
Accepted
24 May 2023
First published
25 May 2023

Org. Biomol. Chem., 2023,21, 5413-5418

Catalyst-free inverse-electron-demand aza-Diels–Alder reaction of 4,4-dicyano-2-methylenebut-3-enoates and 1,3,5-triazinanes: access to polysubstituted tetrahydropyridines

D. Yang, M. Zhu, T. Wang, Y. He, L. Xie, J. Zhang and B. Cheng, Org. Biomol. Chem., 2023, 21, 5413 DOI: 10.1039/D3OB00511A

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