Department of Chemistry, Rutgers University , 73 Warren Street, Newark, New Jersey 07102, United States.
Org Lett. 2017 Jun 16;19(12):3095-3098. doi: 10.1021/acs.orglett.7b01199. Epub 2017 Jun 1.
Transition-metal-catalyzed cyanation of aryl halides is a process of significant importance in the preparation pharmaceuticals, organic materials and agrochemicals. Here, we demonstrate a palladium-catalyzed decarbonylative cyanation of amides by highly selective carbon-nitrogen bond cleavage for the synthesis of a wide range of aryl nitriles. The utility of this technology is demonstrated by the synthesis of isotopically labeled aryl nitriles and orthogonal cross-coupling reactions of bench-stable amides to establish cross-coupling synthons with opposite polarity.
过渡金属催化的芳基卤化物氰化反应在药物、有机材料和农用化学品的制备中具有重要意义。在这里，我们展示了一种钯催化的酰胺脱羰氰化反应，通过选择性的碳-氮键断裂来合成广泛的芳基腈。该技术的实用性通过合成同位素标记的芳基腈和稳定酰胺的正交交叉偶联反应得到了证明，建立了具有相反极性的交叉偶联合成子。
