Palladium/Norbornene-Cocatalyzed Three-Component Synthesis of ortho-Acylated Benzonitriles
| Autor: | Cuiqing Li, Niangen Chen, Xinhong Yu, Guangjun Song, Liqin Wang, Qiufang Wu, Jiaxin Qin |
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| Rok vydání: | 2022 |
| Předmět: | |
| Zdroj: | Synthesis. 54:4329-4338 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/a-1866-7737 |
| Popis: | A palladium/norbornene-cocatalyzed Catellani-type ortho-C–H-acylation/ipso-cyanation of iodoarenes is developed via a three-component approach using safe and low-toxic sodium carboxylates as the acyl sources and CuCN as the CN source, affording the desired products in yields of 50–94%. Without introducing a directing group on the substrate, a catalytic amount of norbornene and palladium can regioselectively activate the ortho-C–H bonds of iodoarenes. The reaction exhibits good functional group tolerance and works well on gram-scale. In addition, this transformation allows rapid and convenient access toward isoindolinones, 1,4-dicarbonyl compounds and ortho-aminated benzonitriles by manipulation of the cyano and carbonyl groups. |
| Databáze: | OpenAIRE |
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