Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 4, Pages 2448-2454Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo5029198
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Funding
- U.S. Department of Energy [DE-FG02-05ER15690]
- U.S. Department of Energy (DOE) [DE-FG02-05ER15690] Funding Source: U.S. Department of Energy (DOE)
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Cu-catalyzed aerobic oxidative three-component coupling of a terminal alkyne, secondary amine, and sulfonamide enables efficient synthesis of amidines. The use of Cu(OTf)(2) (5 mol %) produces amidines selectively without GlaserHay alkyne homocoupling products. Preliminary studies suggest that the reaction pathway involves initial oxidative coupling of the terminal alkyne with the secondary amine, followed by hydroamidation of the ynamine intermediate with the sulfonamide.
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