Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 9, Pages 4147-4153Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b01077
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Funding
- National Institutes of Health [GM129495]
- National Science Foundation [CHE-1531620]
- U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Solar Photochemistry Program [DE-FG02-07ER-15906]
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A mild, modular, and practical catalytic system for the synthesis of the highly privileged phenethylamine pharmacophore is reported. Using a unique combination of organic catalysts to promote the transfer of electrons and hydrogen atoms, this system performs direct hydroarylation of vinyl amine derivatives with a wide range of aryl halides (including aryl chlorides). This general and highly chemoselective protocol delivers a broad range of arylethylamine products with complete regiocontrol. The utility of this process is highlighted by its scalability and the modular synthesis of an array of bioactive small molecules.
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