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Synthesis of 1,4-Diazepinone Derivatives via a Domino Aza-Michael/SN2 Cyclization of 1-Azadienes with α- Halogenoacetamides

Abstract

A novel cyclization of α-halogenoacetamides with 1-azadienes has been developed for the efficient preparation of monocyclic 1,4-diazepinones in one step under transitionmetal-free conditions. Various α-halogenoacetamides and 1-azadienes are well tolerated and give the desired products in good to excellent yields. This cyclization also demonstrates potential synthetic utility in gram-scale and further transformation.

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Article information


Submitted
10 Dec 2019
Accepted
15 Jan 2020
First published
15 Jan 2020

Org. Biomol. Chem., 2020, Accepted Manuscript
Article type
Communication

Synthesis of 1,4-Diazepinone Derivatives via a Domino Aza-Michael/SN2 Cyclization of 1-Azadienes with α- Halogenoacetamides

C. Yuan, H. Zhang, M. Yuan, L. Xie and X. Q. Cao, Org. Biomol. Chem., 2020, Accepted Manuscript , DOI: 10.1039/C9OB02626F

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