Reactions of acetoacetanilides ‐ a century of

Hussain, S. M.; El‐Reedy, A. M.; El-Sherabasy, S. A.

doi:10.1002/jhet.5570250102

Cited by 13 publications

(1 citation statement)

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“…To the best of our knowledge, only two short Reviews have been published on β ‐keto amides until now. The first was written by Hussain and El‐Reedy in 1988, focusing on the reactions of acetoacetanilides [10] . In 2019, El‐Meligie summarized eight types of traditional methods for the synthesis of β ‐keto amides, [11] which eluded many of the advancements involving transition‐metal‐catalysis and organocatalysis.…”

Section: Introductionmentioning

confidence: 99%

β‐Keto Amides: A Jack‐of‐All‐Trades Building Block in Organic Chemistry

Zheng

et al. 2021

Eur J Org Chem

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β‐Keto amides are a versatile class of compounds that find wide applications in organic chemistry owing to the juxtaposition of multiple reaction sites within their molecular structures. Due to the importance of β‐keto amides in modern organic chemistry, numerous novel preparation methods, synthetic applications and unprecedented reactivities have been recorded over the past decade. Taking advantage of transition‐metal‐catalysis and organocatalysis, β‐keto amides have emerged into a jack‐of‐all‐trades building block for many stereoselective or tandemized multicomponent reactions. But so far, no reviews have been documented on these recent achievements with β‐keto amides. Our Review aims to provide a thorough summary regarding: (a) the synthesis of β‐keto amides, (b) the reactivities of β‐keto amides, (c) the synthetic applications of β‐keto amides in various important heterocyclic compounds, and (d) the coordination of β‐keto amides with main group elements and transition metals and the relevant applications.

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Section: Introductionmentioning

confidence: 99%

β‐Keto Amides: A Jack‐of‐All‐Trades Building Block in Organic Chemistry

Zheng

et al. 2021

Eur J Org Chem

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Copper‐Catalysed (Diacetoxyiodo)benzene‐Promoted Aerobic Esterification Reaction: Synthesis of Oxamates from Acetoacetamides

Zhang

Gao

et al. 2018

Adv Synth Catal

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A copper-catalysed (diacetoxyiodo)benzene-promoted aerobic esterification reaction of acetoacetamides was developed for the synthesis of oxamates, which are useful precursors in synthetic organic chemistry. This practical and mild synthetic approach proceeded at 25 8C under open-air conditions and afforded methyl 2-oxo-2-(phenylamino)acetates in good to excellent yields combined with CÀC s-bond cleavage and formal oxidative CÀH bond functionalization. A mechanism is proposed.

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