4.7 Article

Synthesis of 2-Alkoxyaryl-2-aryl Enamines via Tandem Copper-Catalyzed Cycloaddition and Rhodium-Catalyzed Alkoxyarylation from Alkynes, N-Sulfonyl Azides, and Aryl Ethers

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 11, Pages 5859-5869

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b00891

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Funding

  1. National Research Foundation of Korea (NRF) - Korea government (MSIP) [2014001403]

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A synthetic route to a wide range of 2-alkoxyaryl-2-aryl enamines is developed from Rh-catalyzed alkoxyarylation of N-sulfonyl-4-aryl-1,2,3-triazoles with aryl ethers via the elimination of nitrogen molecule. In addition, 2-alkoxyaryl-2-aryl enamines are prepared via tandem Cu-catalyzed cycloaddition and Rh-catalyzed alkoxyarylation starting from apes, N-sulfonyl azides, and aryl ethers in one-pot.

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