Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 13, Pages 5794-5800Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo3010414
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Funding
- National Natural Science Foundation of China [21032004, 20972084]
- Tsinghua University
- K. U. Leuven
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An efficient one-pot synthesis of isoquinolines and heterocycle-fused pyridines by three-component reaction of aryl ketones, hydroxylamine, and alkynes is developed. The reaction involves condensation of aryl ketones and hydroxylamine, rhodium(III)-catalyzed C-H bond activation of the in situ generated aryl ketone oximes, and cyclization with internal alkynes. This protocol enables rapid assembly of multisubstituted isoquinolines as well as gamma-carbolines; furo[2,3-c]pyridines, thieno[2,3-c]pyridines, and benzofuro[2,3-c]pyridines from readily available substrates.
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