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Issue 6, 2020
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Synthesis of 1,4-diazepinone derivatives via a domino aza-Michael/SN2 cyclization of 1-azadienes with α-halogenoacetamides

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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 transition metal-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 on a gram-scale and further transformation.

Graphical abstract: Synthesis of 1,4-diazepinone derivatives via a domino aza-Michael/SN2 cyclization of 1-azadienes with α-halogenoacetamides

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Article information


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

Org. Biomol. Chem., 2020,18, 1082-1086
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. Cao, Org. Biomol. Chem., 2020, 18, 1082
DOI: 10.1039/C9OB02626F

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