Department of Chemical Sciences, Tezpur University, Napaam, Tezpur, Assam Pin-784028, India.
Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan.
Org Biomol Chem. 2021 Feb 18;19(6):1344-1351. doi: 10.1039/d0ob02518f.
Facilitated by the dual role of Ceric Ammonium Nitrate (CAN), herein we report a cost-effective approach for the cyanation of aryl iodides/bromides with CAN-DMF as an addition to the existing pool of combined cyanation sources. In addition to being an oxidant, CAN acts as a source of nitrogen in our protocol. The reaction is catalyzed by a readily available Cu(ii) salt and the ability of CAN to generate ammonia in the reaction medium is utilized to eliminate the additional requirement of a nitrogen source, ligand, additive or toxic reagents. The mechanistic study suggests an evolution of CN- leading to the synthesis of a variety of aryl nitriles in moderate to good yields. The proposed mechanism is supported by a series of control reactions and labeling experiments.
受硝酸铈铵（CAN）双重作用的影响，在此我们报告了一种经济有效的方法，可通过 CAN-DMF 对芳基碘化物/溴化物进行氰化，这是对现有氰化源组合的补充。除了作为氧化剂，CAN 在我们的方案中还充当氮源。该反应由易得的 Cu(ii)盐催化，CAN 可在反应介质中生成氨，从而无需额外添加氮源、配体、添加剂或有毒试剂。该机理研究表明，氰根离子的演变导致了各种芳基腈的合成，收率中等至良好。该机理得到了一系列对照反应和标记实验的支持。
