期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 140, 期 2, 页码 741-747出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b11144
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资金
- NIH [R01 GM113105]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM113105] Funding Source: NIH RePORTER
Here we report a catalytic method for the intermolecular anti-Markovnikov hydroamination of unactivated alkenes using primary and secondary sulfonamides. These reactions occur at room temperature under visible light irradiation and are jointly catalyzed by an iridium(III) photocatalyst, a dialkyl phosphate base, and a thiol hydrogen atom donor. Reaction outcomes are consistent with the intermediacy of an N-centered sulfonamidyl radical generated via proton-coupled electron transfer activation of the sulfonamide N-H bond. Studies outlining the synthetic scope (>60 examples) and mechanistic features of the reaction are presented.
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