title: Photochemical Synthesis of Complex Carbazoles: Evaluation of Electronic Effects in Both UV- and Visible-Light Methods in Continuous Flow.
abstract: An evaluation of both a visible-light- and UV-light-mediated synthesis of carbazoles from various triarylamines with differing electronic properties under continuous-flow conditions has been conducted. In general, triarylamines bearing electron-rich groups tend to produce higher yields than triarylamines possessing electron-withdrawing groups. The incorporation of nitrogen-based heterocycles, as well as halogen-containing arenes in carbazole skeletons, was well tolerated, and often synthetically useful complementarity was observed between the UV-light and visible-light (photoredox) methods.
authors.affiliation: Département de Chimie, Centre for Green Chemistry and Catalysis, Université de Montréal, CP 6128 Station Downtown, Montréal, Québec H3C 3J7 (Canada).
authors.forename: Augusto C
authors.initials: AC
authors.lastname: Hernandez-Perez
authors.affiliation: Département de Chimie, Centre for Green Chemistry and Catalysis, Université de Montréal, CP 6128 Station Downtown, Montréal, Québec H3C 3J7 (Canada).
authors.forename: Antoine
authors.initials: A
authors.lastname: Caron
authors.affiliation: Département de Chimie, Centre for Green Chemistry and Catalysis, Université de Montréal, CP 6128 Station Downtown, Montréal, Québec H3C 3J7 (Canada). shawn.collins@umontreal.ca.
authors.forename: Shawn K
authors.initials: SK
authors.lastname: Collins
mesh_terms: D002227:Carbazoles / Q000737:chemistry*; D002384:Catalysis; D004581:Electronics; D008027:Light; D055668:Photochemical Processes; D014466:Ultraviolet Rays
chemical_list: D002227:Carbazoles; C041514:carbazole
keywords: UV/Vis spectroscopy; carbazoles; continuous flow; photochemistry; photoredox catalysis