Enantioselective Synthesis of Benzimidazole Atropisomers Featuring a N-N Axis  

作　　者：Fang-Bei Ge Qi-Kun Yin Chuan-Jun Lu Xuan Xuan Jia Feng Ren-Rong Liu 

机构地区：[1]College of Chemistry and Chemical Engineering,Qingdao University,Qingdao,Shandong 266071,China [2]School of Pharmacy,Key Laboratory of Molecular Pharmacology and Drug Evaluation,Ministry of Education,Yantai University,Yantai,Shandong 264005,China

出　　处：《Chinese Journal of Chemistry》2024年第7期711-718,共8页中国化学（英文版）

基　　金：supported by Taishan Scholar Youth Expert Program in Shandong Province (tsqn201909096);National Natural Science Foundation of China (22371152);Shandong Provincial Natural Science Foundation Project (ZR2023JQ006,ZR2022MB021);the startup fund from Qingdao University.

摘　　要：Atroposelective synthesis of N-N atropisomers is an emerging area but remains underexplored;in particular,the synthesis of N-N benzimidazole atropisomers is still unprecedented.Herein,the first enantioselective synthesis of N-N benzimidazole atropisomers via the palladium-catalyzed de novo construction of benzimidazole skeleton is presented.With readily available palladium catalyst and biphosphine ligand,a broad range of nonbiaryl benzimidazole and indole-benzimidazole atropisomers were conveniently ac-cessed in high yields and with excellent enantioselectivities.Significantly,these N-N benzimidazole atropisomers showed great anti-tumor activity and selectivity to breast cancer MCF-7 cells.The simple catalytic system,broad substrate scope,high enantioselectivi-ty,and good bioactivity make this approach highly attractive.

关 键 词：Asymmetric synthesis ATROPISOMERISM PALLADIUM BENZIMIDAZOLE ANTITUMOR 

分 类 号：O62[理学—有机化学]