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Unexpected C–C Bond Cleavage: Synthesis of 1,2,4-Oxadiazol-5-ones from Amidoximes with Pentafluorophenyl or Trifluoromethyl Anion Acting as Leaving Group

✍ Scribed by Gerfaud, Thibaud; Wei, Hai-Long; Neuville, Luc; Zhu, Jieping

Book ID
118019324
Publisher
American Chemical Society
Year
2011
Tongue
English
Weight
946 KB
Volume
13
Category
Article
ISSN
1523-7060

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ChemInform Abstract: Unexpected C—C Bond
ChemInform Abstract: Unexpected C—C Bond Cleavage: Synthesis of 1,2,4-Oxadiazol-5-ones from Amidoximes with Pentafluorophenyl or Trifluoromethyl Anion Acting as Leaving Group.
✍ Thibaud Gerfaud; Hai-Long Wei; Luc Neuville; Jieping Zhu 📂 Article 📅 2012 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

## Abstract A novel method for the synthesis of 1,2,4‐oxadiazol‐5‐ones (III) and (VI) is elaborated using an acylation reaction of amidoximes (I) and (IV) with TFAA or pentafluorobenzoyl chloride followed by a spontaneous C—C bond breaking with the release of fluoroform or pentafluorobenzene, respe