State Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
Org Lett. 2011 Feb 18;13(4):648-51. doi: 10.1021/ol1028892. Epub 2011 Jan 5.
An efficient palladium-catalyzed cyanation of aryl chlorides is established. In the presence of a highly effective Pd/CM-phos catalyst, cyanation of aryl chlorides proceeds at 70 °C in general, which is the mildest reaction temperature achieved so far for this process. Common functional groups such as keto, aldehyde, ester, nitrile and -NH(2), and heterocyclic coupling partners including N-H indoles are well tolerated. Moreover, a sterically hindered nonactivated ortho,ortho-disubstituted electrophile is shown to be a feasible coupling partner in cyanation.
建立了一种高效的钯催化芳基氯化物的氰化反应。在高效的 Pd/CM-phos 催化剂存在下，芳基氯化物的氰化反应通常在 70°C 下进行，这是迄今为止该反应达到的最温和的反应温度。常见的官能团，如酮、醛、酯、腈和-NH(2)，以及包括 N-H 吲哚在内的杂环偶联伙伴都能很好地耐受。此外，还证明了空间位阻较大的非活化邻位，邻位二取代的亲电试剂是氰化反应中可行的偶联伙伴。
