title: Expedient one-pot synthesis of indolo[3,2-c]isoquinolines via a base-promotedN-alkylation/tandem cyclization.
abstract: A transition metal-free, one-pot protocol has been developed for the synthesis of 11H-indolo[3,2-c]isoquinolin-5-amines via the atom economical annulation of ethyl (2-cyanophenyl)carbamates and 2-cyanobenzyl bromides. This method proceeds via sequentialN-alkylation and base-promoted cyclization. Optimization data, substrate scope, mechanistic insights, and photoluminescence properties are discussed.
authors.affiliation: Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, United States.
authors.forename: Huy H
authors.initials: HH
authors.lastname: Nguyen
authors.affiliation: Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, United States.
authors.forename: James C
authors.initials: JC
authors.lastname: Fettinger
authors.affiliation: Department of Chemistry, American University of Beirut, Beirut, 1107 2020 Lebanon.
authors.forename: Makhluf J
authors.initials: MJ
authors.lastname: Haddadin
authors.affiliation: Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, United States.
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Kurth
keywords: domino process; indolo[3,2-c]isoquinoline; one-pot; photoluminescence; tandem cyclization