Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 9, Pages 5916-5926Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00242
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Funding
- National Natural Science Foundation of China [81703329, 81773575]
- Non-profit Central Research Institute of Chinese Academy of Medical Sciences [2019-RC-HL-008]
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A ruthenium-catalyzed sulfonamide-directed ortho aryl C-H alkenylation/annulation to afford five-membered sultam by using of molecular oxygen as an oxidant is reported in this article. Compared to the previous transition-metal-catalyzed C-H alkenylation of aryl sulfonamides, no excess metal salt oxidant was required in this method. A wide sulfonamide substrates scope and good regioselectivity and site-selectivity make this Ru-catalyzed method more attractive. Importantly, this method can not only be used to effectively prepare the biologically active five-membered sultam molecules but also be efficiently applied to the late-stage modification of sulfonamide drugs.
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