4.8 Review

Regioselective Difunctionalization and Annulation of Ynamide

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Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202300816

Keywords

Chelation; Keteniminium; Radical; Regioselective 1; 2-Difunctionalization; Ynamide

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The use of ynamides in organic synthesis has attracted significant attention for their ability to access complex molecular structures through 1,2-difunctionalization and annulation reactions. This review provides a systematic overview of regioselective difunctionalization and annulation reactions of ynamides, including multi-component reactions, radical-triggered functionalizations, and the use of bifunctional reagents. Mechanistic breakthroughs and future prospects of ynamides as versatile building blocks are also discussed.
The use of ynamides in organic synthesis has gained significant attention due to their ability to provide access to complex molecular structures through transformations such as 1,2-difunctionalization and annulation reactions. These reactions enable the formation of highly functionalized N-bearing olefins and unusual N-bearing heterocycles. In this minireview, we present a systematic overview of the regioselective difunctionalization and annulation reactions of ynamides. We discuss the multi-component reactions, and radical-triggered functionalizations across the ynamides carbon-carbon multiple bonds and the use of bifunctional reagents in annulation of ynamides, highlighting their potential in expanding the substrate scope. Furthermore, we provide insights into the mechanistic breakthroughs that have been achieved in recent years in the development of these reactions. Finally, we emphasize the promising future prospects of ynamides as versatile building blocks for the synthesis of complex molecular architectures.

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