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Selective desaturation of amides: a direct approach to enamides

Xinwei Li, Zengrui Cheng, Jianzhong Liu, Ziyao Zhang, Song Song, Ning Jiao

2022Chemical Science31 citationsDOIOpen Access PDF

Abstract

)-H bond desaturation has been an attractive strategy in organic synthesis. Enamides are important structural fragments in pharmaceuticals and versatile synthons in organic synthesis. However, the dehydrogenation of amides usually occurs on the acyl side benefitting from enolate chemistry like the desaturation of ketones and esters. Herein, we demonstrate an Fe-assisted regioselective oxidative desaturation of amides, which provides an efficient approach to enamides and β-halogenated enamides.

Topics & Concepts

Combinatorial chemistryChemistryAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisAdvanced Synthetic Organic Chemistry
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