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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.

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


Publisher
John Wiley and Sons
Year
2012
Weight
32 KB
Volume
43
Category
Article
ISSN
0931-7597

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✦ Synopsis


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, respectively.