Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany.
Chemistry. 2011 Apr 4;17(15):4217-22. doi: 10.1002/chem.201003388. Epub 2011 Mar 8.
N-Cyano-N-phenyl-p-methylbenzenesulfonamide has been used as a more benign electrophilic cyanation reagent for the synthesis of various benzonitriles from (hetero)aryl bromides via formation of Grignard reagents. Electronically different and sterically demanding aryl bromides including functionalized substrates and heteroaryl bromides are successfully cyanated in good to excellent yields. The efficiency of the present methodology is shown by the expeditious syntheses of interesting pharmaceutical intermediates. Notably, chemoselective monocyanation of dibromoarenes is also achieved.
N-氰基-N-苯基-p-甲苯磺酰胺已被用作更良性的亲电氰化试剂，通过格氏试剂的形成，可从（杂）芳基溴化物合成各种苯甲腈。电子不同且空间位阻较大的芳基溴化物，包括功能化的底物和杂芳基溴化物，都以良好到优异的产率成功氰化。本方法的效率通过快速合成有意义的药物中间体得到了体现。值得注意的是，二溴芳烃的选择性单氰化也得以实现。
