title: A Four-Component Cascade C-H Functionalization/Cyclization/Nucleophilic Substitution Reaction To Construct α-Functionalized Tetrahydroquinolines by the Strategy of in Situ Directing Group Formation.
abstract: A four-component cascade C-H functionalization/cyclization/nucleophilic substitution reactions of anilines, carboxylic anhydrides, propenol, and alkohols have been developed by a strategy of in situ directing group formation, affording an efficient and convenient synthesis of α-alkoxyl tetrahydroquinolines from basic starting materials. A plausible mechanism involving rhodium(III) catalytic C-H functionalization and double nucleophilic attacks is proposed. The nucleophilicity order of some alcohols is also obtained for the cascade reaction.
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou, 310028, P. R. China.
authors.forename: Peng
authors.initials: P
authors.lastname: Bai
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou, 310028, P. R. China.
authors.forename: Ya-Qiong
authors.initials: YQ
authors.lastname: Li
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou, 310028, P. R. China.|State Key Laboratory of Elemento-organic Chemistry, Nankai University , Tianjin, 300071, P. R. China.
authors.forename: Zhi-Zhen
authors.identifier: 0000-0002-2225-4242
authors.initials: ZZ
authors.lastname: Huang