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Updated: Jan 7, 2026
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
One-Pot Method to Access 1,3,4-Oxadiazol-2(3H)-ones Using Carbonyldiimidazole
Rajib Islam1,2, Colin D McMillen1, Kaleb R Marahrens1
1Department of Chemistry, Clemson University, Clemson, South Carolina 29634, United States.
Abstract:
A convenient, metal-free one-pot synthesis has been developed to access 1,3,4-oxadiazol-2(3H)-ones using hydrazines, carboxylic acids, and 1,1'-carbonyldiimidazole (CDI) as an activating agent in the presence of triethylamine (TEA). This method can access the desired heterocycles in moderate to excellent yields in a one-pot transformation from commercially available starting materials, representing a significantly simpler path to access these compounds compared with existing tactics. The substrate scope investigation demonstrated that this method is broadly applicable and scalable.
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