Supported Gold Nanoparticle-Catalyzed Hydration of Alkynes under Basic Conditions

Shengzong Liang, Jacek Jasinski, Gerald B. Hammond* and Bo Xu*

*Department of Chemistry and ‡Institute for Advanced Materials and Renewable Energy, University of Louisville, Louisville, Kentucky 40292, United States, Email: gb.hammondlouisville.edu, bo.xulouisville.edu

S. Liang, J. Jasinski, G. B. Hammond, B. Xu, Org. Lett., 2015, 17, 162-165.

DOI: 10.1021/ol5033859

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Abstract

TiO₂-supported nanosize gold particles catalyze the hydration of alkynes using morpholine as a basic cocatalyst. As the TiO₂-Au/morpholine system is weakly basic, the reaction tolerates acid-sensitive functional groups (e.g., silyl ethers, ketals) and strongly coordinating group such as pyridine. In addition, the gold catalyst can be recycled by simple filtration and works well in flow reactors.

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Key Words

hydration, microwave synthesis

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ID: J54-Y2015