title: Visible-Light-Mediated Two-Fold Unsymmetrical C(sp3)-H Functionalization and Double C-F Substitution.
abstract: A visible-light-mediated [3+3] annulation of tertiary amines with α-trifluoromethyl alkenes was developed. The reaction offers a direct route to fluorinated tetrahydropyridines and azabicyclo[3.m.1] frameworks under very mild conditions. This protocol presents a rare example of dual sp3C-H functionalization of tertiary amines with the formation of two different C-C bonds (one sp3-sp3bond, one sp2-sp3bond). Moreover, two consecutive C-F substitutions in a trifluoromethyl group were achieved in one pot using visible light photoredox catalysis, which enables an unprecedented ring construction.
authors.affiliation: School of Chemistry, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou, 510275, P. R. China.
authors.forename: Linyong
authors.initials: L
authors.lastname: Li
authors.affiliation: School of Chemistry, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou, 510275, P. R. China.
authors.forename: Tiebo
authors.initials: T
authors.lastname: Xiao
authors.affiliation: School of Chemistry, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou, 510275, P. R. China.
authors.forename: Haoguo
authors.initials: H
authors.lastname: Chen
authors.affiliation: School of Chemistry, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou, 510275, P. R. China.
authors.forename: Lei
authors.identifier: http://orcid.org/0000-0002-8391-8452
authors.initials: L
authors.lastname: Zhou
keywords: C−H functionalization; [3+3] annulation; defluorination; tertiary amine; visible light