Alkyne Hydration

By: Josephine Nakhla, ChemFiles Volume 10 Article 4

The hydration of alkynes has been extensively studied for more than 100 years. This reaction allows access to various carbonyl derivatives from alkyne precursors. Nolan and coworkers reported alkyne hydration using a gold catalyst. Nolan, a pioneer in the use of N-heterocyclic carbenes (NHCs) as ligands in various catalytic transformations with diff erent metals, developed conditions employing a gold-NHC complex and silver hexafl uoroantimonate for the hydration of alkynes (Scheme 1). It is important to note that an acid is not needed for this transformation and the reaction was feasible at low catalyst loadings (10 ppm).

Scheme 1 Hydration of alkynes using gold-NHC complex

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  1. Marion, N.; Ramón, R. S.; Nolan, S. P. J. Am. Chem. Soc. 2009, 131, 448.

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