化学
分子内力
苯并咪唑
电子顺磁共振
组合化学
试剂
咪唑
联苯
卤化
激进的
药物化学
有机化学
核磁共振
物理
作者
Shyamal Kanti Bera,Rosalin Bhanja,Chandan Chittapriya Sahu,Prasenjit Mal
出处
期刊:Synthesis
[Georg Thieme Verlag KG]
日期:2023-03-27
摘要
This manuscript presents a useful method for the formation of benzimidazole-fused phenanthridines through an intramolecular coupling of unactivated C(sp2)-H and N(sp3)-H bonds using N-iodosuccinimide (NIS) in trifluoroethanol (TFE). The synthesis of benzo[4,5]imidazo[1,2-f]phenanthridines from 2-([1,1'-biphenyl]-2-yl)-1H-benzo[d]imidazole derivatives describes as mild, efficient, and sustainable, with high yields and minimal waste generation. The control experiments and EPR studies aimed at rationalizing the radical pathway of the reaction. Specifically, the use of 1,1-diphenylethylene, TEMPO, BHT, and DMPO as a free-radical spin-trapping reagent in EPR studies, allowed us to conceive a radical pathway. The gram-scale synthesis further supported the practical utility of the methodology for the field of synthetic chemistry.
科研通智能强力驱动
Strongly Powered by AbleSci AI