AI Article Synopsis
- 1,1'-Carbonyldiimidazole can efficiently produce 3,4-disubstituted 1,2,5-oxadiazoles (furazans) from bisoximes at room temperature.
- This method allows for the creation of these energetic compounds without reaching their decomposition temperatures, enhancing compatibility with various functional groups.
- It also enables a new, high-yield synthesis of chlorofurazans from amino versions, facilitating easier manipulation of these chemical structures.
Article 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.
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| http://dx.doi.org/10.1021/acs.orglett.8b00568 | DOI Listing |
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