AI Article Synopsis
- An unexpected C-C bond cleavage occurs in pentafluorobenzoylamidoximes under mild basic conditions, leading to a new synthetic pathway.
- This new method synthesizes 1,2,4-oxadiazol-5-ones from amidoximes using either pentafluorobenzoyl chloride or trifluoroacetic anhydride (TFAA) as acylating agents.
- In this process, the pentafluorophenyl anion and trifluoromethyl anion function as leaving groups.
Article Abstract
An unexpected C-C bond cleavage has been observed on pentafluorobenzoylamidoximes under mild basic conditions. This observation has been exploited to develop a new synthesis of 1,2,4-oxadiazol-5-ones from amidoximes using pentafluorobenzoyl chloride or trifluoroacetic anhydride (TFAA) as a double acylating agent. The pentafluorophenyl anion and the trifluoromethyl anion acted as leaving groups in this transformation.
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| http://dx.doi.org/10.1021/ol202554m | DOI Listing |
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