Mechanistic Insight Facilitates Discovery of a Mild and Efficient Copper-Catalyzed Dehydration of Primary Amides to Nitriles Using Hydrosilanes
| Autor: | Richard Y. Liu, Minwoo Bae, Stephen L. Buchwald |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
010402 general chemistry
01 natural sciences Biochemistry Article Catalysis Metal Colloid and Surface Chemistry Nitriles medicine Dehydration Primary (chemistry) Molecular Structure 010405 organic chemistry Chemistry Ligand General Chemistry Silanes medicine.disease Combinatorial chemistry Amides 0104 chemical sciences visual_art Copper catalyzed visual_art.visual_art_medium Copper Hydrogen |
| Popis: | Metal-catalyzed silylative dehydration of primary amides is an economical approach to the synthesis of nitriles. We report a copper–hydride(CuH)-catalyzed process that avoids a typically challenging 1,2-siloxane elimination step, thereby dramatically increasing the rate of the overall transformation relative to alternative metal-catalyzed systems. This new reaction proceeds at ambient temperature, tolerates a variety of metal-, acid-, or base-sensitive functional groups, and can be performed using a simple ligand, inexpensive siloxanes, and low catalyst loading. |
| Databáze: | OpenAIRE |
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