Paper
Mild Synthesis of Substituted 1,2,5-Oxadiazoles Using 1,1'-Carbonyldiimidazole as a Dehydrating Agent.
Published Mar 19, 2018 · Andrew J. Neel, R. Zhao
Organic letters
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Abstract
1,1'-Carbonyldiimidazole was found to induce the formation of a variety of 3,4-disubstituted 1,2,5-oxadiazoles (furazans) from the corresponding bisoximes at ambient temperature. This method enables these inherently energetic compounds to be prepared at temperatures well below their decomposition points and with improved functional group compatibility relative to prior methods. Conditions were developed that allowed for the first high-yielding synthesis of chlorofurazans from their amino counterparts, enabling the mild synthetic manipulation of these heterocycles.
1,1'-Carbonyldiimidazole allows for the mild synthesis of 3,4-disubstituted 1,2,5-oxadiazoles (furazans) at ambient temperature, enabling the first high-yielding synthesis of chlorofurazans from
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