title: Synthesis of C₂-Symmetric Benzimidazolium Salts and Their Application in Palladium-Catalyzed Enantioselective Intramolecular α-Arylation of Amides.
abstract: A series of C₂-symmetric chiral benzimidazolium salts, the precursor of N-heterocyclic carbene ligands, were designed and synthesized from 1,2-dibromobenzene. In situ prepared corresponding carbenes were tested in the asymmetric palladium-catalyzed intramolecular α-arylation of amides, affording chiral diarylmethanols with high yields and moderate enantioselectivities.
authors.affiliation: School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, China. wphe2016@163.com.|College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China. wphe2016@163.com.
authors.forename: Weiping
authors.initials: W
authors.lastname: He
authors.affiliation: School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, China. zhaowei@zucc.edu.cn.
authors.forename: Wei
authors.initials: W
authors.lastname: Zhao
authors.affiliation: School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, China. 18868816170@163.com.|College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China. 18868816170@163.com.
authors.forename: Bihui
authors.initials: B
authors.lastname: Zhou
authors.affiliation: School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, China. maplewandering@126.com.
authors.forename: Haifeng
authors.initials: H
authors.lastname: Liu
authors.affiliation: School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, China. lixr@zucc.edu.cn.
authors.forename: Xiangrong
authors.initials: X
authors.lastname: Li
authors.affiliation: School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, China. lill@zucc.edu.cn.
authors.forename: Linlin
authors.initials: L
authors.lastname: Li
authors.affiliation: School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, China. lijie@zucc.edu.cn.
authors.forename: Jie
authors.initials: J
authors.lastname: Li
authors.affiliation: Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, China. shijianyoude@126.com.
authors.forename: Jianyou
authors.initials: J
authors.lastname: Shi
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D000779:Anesthetics, Local / Q000138:chemical synthesis / Q000737:chemistry*; D001969:Bromobenzenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D012492:Salts / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000779:Anesthetics, Local; D001969:Bromobenzenes; D007211:Indoles; D012492:Salts; C030011:carbene; C102879:1,2-dibromobenzene; D010165:Palladium; D008697:Methane
keywords: N-heterocyclic carbene; Pd-catalyzed; asymmetric intramolecular α-arylation; benzimidazolium