In 2022,Zhang, Cheng; Chen, Qian; Wang, Lei; Sun, Qiaoying; Yang, Yangyang; Rudolph, Matthias; Rominger, Frank; Hashmi, A. Stephen K. published an article in Science China: Chemistry. The title of the article was 《Practical and modular construction of benzo[c]phenanthridine compounds》.COA of Formula: C7H4BrN The author mentioned the following in the article:
Herein, a general and modular strategy for the rapid assembly of benzo[c]phenanthridine (BCP) derivatives I [R = tBu, adamantan-1-yl; R1 = H, 9-Me, 8-OMe, etc.; R2 = H, 3-F, 2-OMe, etc.], II [R3 = tBu, Ph, 3-furyl, etc.] using homogeneous gold catalysis was described. Notably, in contrast to traditional methods based on the specially preformed substrates that had an inherent preference for the formation of this class of compounds with limited flexibility, this protocol was achieved via a selectively intramol. cascade of a diazo-tethered alkyne and subsequently an intermol. cyclization with a nitrile to facilitate the successive C-N and C-C bonds formation. This methodol. used readily available nitriles as the nitrogen source to deliver the products I and II in good yield with excellent functional group compatibility. A preliminary anti-tumor activity study of these generated products exhibitd high anticancer potency against five tumor cell lines, including HeLa, Mel624, SW-480, 8505C and LAN-1. Besides, a catalyst-controlled intermol. cycloaddition/intramol. insertion of the substrate with a fulvene to provide fused polycarbocycles containing a seven-membered ring III [R4 = Ph, 3-thienyl, 2-naphthyl, etc.; R5 = H, 11-OMe] was reported.2-Bromobenzonitrile(cas: 2042-37-7COA of Formula: C7H4BrN) was used in this study.
2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. This substrate molecule undergoes a palladium-catalyzed coupling reaction to form an aromatic ring. The light emission from this reaction can be seen in the reaction solution.COA of Formula: C7H4BrN
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts