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.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Acridines / chemistry*
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Alkenes / chemistry*
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Amination
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Borates / chemistry*
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Catalysis
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Light
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Molecular Structure
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Oxidation-Reduction
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Phenols / chemical synthesis*
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Phenols / chemistry
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Photochemical Processes
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Sulfhydryl Compounds / chemical synthesis*
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Sulfhydryl Compounds / chemistry
Substances
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9-mesityl-10-methylacridinium tetrafluoroborate
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Acridines
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Alkenes
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Borates
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Phenols
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Sulfhydryl Compounds
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thiophenol