Abstract
Isocyanides have long been known as versatile chemical reagents in organic synthesis. Their ambivalent nature also allows them to function as a CO-substitute in palladium-catalyzed cross couplings. Over the past decades, isocyanides have emerged as practical and versatile C1 building blocks, whose inherent N-substitution allows for the rapid incorporation of nitrogeneous fragments in a wide variety of products. Recent developments in palladium catalyzed isocyanide insertion reactions have significantly expanded the scope and applicability of these imidoylative cross-couplings. This review highlights the advances made in this field over the past eight years.
Highlights
Isocyanides have long been known as versatile chemical reagents in organic synthesis
The ir ambivalent nature allows them to function as a CO-substitute in palladium-catalyzed cross couplings
Further developments in palladium catalysis have led to an ever-increasing scope of chemical methodologies, leading to milder conditions, lower catalyst loadings, and more robust and general cross-couplings
Summary
Palladium-catalyzed cross-couplings were discovered close to 50 years ago. Since this class of transformations has evolved into one of the most widely applied reactions. Almost a quarter of all chemical reactions performed in medicinal chemistry are palladium-catalyzed cross-couplings [1]. The versatility of palladium-catalyzed couplings originates from the predictable and promiscuous catalytic reactivity of palladium. This makes these catalysts ideal for cascade-type chemistry, where the active catalyst plays multiple roles [2]. The se aspects have made palladium-catalyzed cross-coupling reactions a critical staple in the development of chemical pathways to valuable fine chemicals
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