Journal of the Chemical Society. Perkin transactions I p. 712 - 717 (1981)
Update date:2022-08-05
Topics:
Damavandy, Jaffar A.
Jones, Richard A. Y.
N-Phenyl-p-benzoquinoneimine N-oxide is generally unreactive in 1,3-dipolar cycloaddition reactions, but with acetylenedicarboxylate esters it gives indolones, formed from the initial adducts by a rearrangement which entails an alkoxycarbonyl migration.The analogous nitrone derived from anthraquinone gives unrearranged adducts with a variety of 1,3-dipolarophiles; monosubstituted alkynes and alkenes give 4-substituted-isoxazolines and -isoxazolidines.Fluorenoneimine N-oxide behaves similarly.We also describe some reactions of diphenylcyclopropene which were performed in an attempt to prepare cyclopropenoneimine N-oxides.
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Doi:10.1246/cl.1981.711
(1981)Doi:10.1021/acs.orglett.1c01970
(2021)Doi:10.1016/S0022-328X(00)82231-7
(1981)Doi:10.1007/BF00505987
(1981)Doi:10.1016/S0040-4039(00)60317-9
(1993)Doi:10.1016/S0040-4039(01)90259-X
(1981)
