Collection of Czechoslovak Chemical Communications p. 1631 - 1635 (1993)
Update date:2022-08-11
Topics:
Klein, Robert F. X.
Horak, Vaclav
Baker, Godfrey A. S.
The dehydrogenation of various 2,5-diaryl substituted Δ2-oxazolines with either Br2/LiBr/CaCO3 (molar ratio 1.05 : 2 : 3) or CuBr2/LiBrCaCO3 (2 : 1 :3) in refluxing o-dichlorobenzene gives the corresponding oxazole in up to 87percent yield.Free radical benzylic bromination followed by dehydrobromination is the expected dehydrogenation mechanism.The successful application of the reagent combination for this transformation is in contrast to standard dehydrogenation reagents, including N-bromosuccinimide, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, chloranil, NiO2 and active γ-MnO2.
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