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Anti-Markovnikov hydroamination of alkenes catalyzed by an organic photoredox system.

ABSTRACT: Herein we report a metal-free method for the direct anti-Markovnikov hydroamination of unsaturated amines. Irradiation of the amine substrates with visible light in the presence of catalytic quantities of easily synthesized 9-mesityl-10-methylacridinium tetrafluoroborate and thiophenol as a hydrogen-atom donor furnished the nitrogen-containing heterocycles with complete regiocontrol. Two examples of intermolecular anti-Markovnikov alkene hydroamination are also disclosed.

SUBMITTER: Nguyen TM

PROVIDER: S-EPMC3754854 | biostudies-literature | 2013 Jul

REPOSITORIES: biostudies-literature

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Anti-Markovnikov hydroamination of alkenes catalyzed by an organic photoredox system.

Nguyen Tien M TM Nicewicz David A DA

Journal of the American Chemical Society 20130619 26

Herein we report a metal-free method for the direct anti-Markovnikov hydroamination of unsaturated amines. Irradiation of the amine substrates with visible light in the presence of catalytic quantities of easily synthesized 9-mesityl-10-methylacridinium tetrafluoroborate and thiophenol as a hydrogen-atom donor furnished the nitrogen-containing heterocycles with complete regiocontrol. Two examples of intermolecular anti-Markovnikov alkene hydroamination are also disclosed. ...[more]

PMID: 23768239

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