TFA-catalyzed solvent-free dearomative cyanidation of isoquinoline using (Boc)2O as an acylation agent

• Published in: Organic & biomolecular chemistry 2024-12
• Main Authors: Zhang, Xujin, Huang, Lihua, Zhang, Ye, Meng, Fanhua, Dai, Xiandong, Cheng, Chunru, Guo, Yongbiao, Gao, Zhenhua
• Format: Article
• Language: English
• ISSN: 1477-0539; 1477-0539
• DOI: 10.1039/d4ob01849d

A TFA-catalyzed dearomative cyanidation of isoquinoline is described, which provides a series of 1-cyanoisoquinolines in high yields under solvent-free conditions. This protocol is operated under mild and environmentally friendly conditions, utilizing readily available and cost-effective starting materials. The reaction features broad functional group compatibility, 100 mmol scale synthesis ability and operational simplicity, making it a significant potential approach for the synthesis of various biologically interesting isoquinolines via α C-cyanation.A TFA-catalyzed dearomative cyanidation of isoquinoline is described, which provides a series of 1-cyanoisoquinolines in high yields under solvent-free conditions. This protocol is operated under mild and environmentally friendly conditions, utilizing readily available and cost-effective starting materials. The reaction features broad functional group compatibility, 100 mmol scale synthesis ability and operational simplicity, making it a significant potential approach for the synthesis of various biologically interesting isoquinolines via α C-cyanation.