期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 10, 页码 6380-6391出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00139
关键词
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资金
- National Institutes of Health [R35GM128741-01]
- NSF [CHE0923097]
- NIH, NHMI
- North Carolina Biotechnology Center
- Duke (Duke Magnetic Resonance Spectroscopy Center)
A general method for the N-arylation of sulfamides with aryl bromides is described. The protocol leverages a dual-catalytic system, with [Ir(ppy)(2)(dtbbpy)]PF6 as a photosensitizer, NiBr2 center dot glyme as a precatalyst, and 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) as a base, and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. The developed reactions efficiently engage simple bromoarenes and primary sulfamides in between 66% and quantitative yields. For more challenging substrates, such as secondary sulfamides, the reaction efficiency is documented. Thereby, these methods complement the known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.
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