1H and13C NMR Spectra of (Z)-C-arylN-tert-butyl nitrones
作者:Robert W. Murray、Megh Singh
DOI:10.1002/mrc.1260290917
日期:1991.9
The 1H and 13C NMR spectra of 12 (Z)‐C‐aryl N‐tert‐butyl nitrones were measured and proton and carbon assignments made. The nitrones were synthesized by the dimethyldioxirane method.
Chromium and Tungsten Pentacarbonyl Groups as Reactivity and Selectivity Auxiliaries in [3 + 2] Cycloaddition of Alkynyl Fischer Carbene Complexes with N-Alkyl Nitrones
作者:Kin Shing Chan、Ming Lok Yeung、Wai-kin Chan、Ru-Ji Wang、Thomas C. W. Mak
DOI:10.1021/jo00111a036
日期:1995.3
Alkynyl Fischer carbene complexes were found to undergo chemoselective, regioselective, and rate-enhanced 1,3-dipolar cycloaddition with nitrones to give 2,3-dihydroisoxazole carbene complexes in excellent yields. These alkynyl complexes can serve as synthons for substituted propiolate esters since the metal pentacarbonyl group of the cycloadducts can be easily oxidatively removed with DMSO. The tungsten carbene complex 4b reacted with 3 different series of N-alkyl nitrones: N-tert-butyl 2a-f, N-methyl 1a-h and N-benzyl 3 to give cycloadducts 6a-f, 7a-h, and 8-9, respectively, while the chromium carbene complex 4a reacted only with N-tert-butyl nitrones 2a-g to give isolable cycloadducts 5a-g. The structure of N-methyl cycloadduct 7d has been established by a single-crystal X-ray analysis. The reactivity of N-alkyl nitrones toward carbene complexes was in the order: N-Me > N-Bn > N-(t)Bu. In addition, our results showed that the rate of cycloaddition reaction increased as the electron donating ability of para-substituent in N-tert-butyl nitrone 2a-f increased.
Normal, abnormal and pseudo-abnormal reaction pathways for the imine-peroxyacid reaction
作者:Derek R. Boyd、Peter B. Coulter、Narain D. Sharma、W.Brian Jennings、Valerie E. Wilson
DOI:10.1016/s0040-4039(00)98582-4
日期:1985.1
α-Phenyl-N-tert-butyl nitrone (PBN) derivatives: Synthesis and protective action against microvascular damages induced by ischemia/reperfusion
作者:Sothea Kim、Guilherme V.M. de A. Vilela、Jalloul Bouajila、Ayres G. Dias、Fatima Z.G.A. Cyrino、Eliete Bouskela、Paulo R.R. Costa、Françoise Nepveu
DOI:10.1016/j.bmc.2007.02.033
日期:2007.5
Nitrones 4-7, structurally related to PBN (1), were prepared by reaction of the corresponding aromatic aldehydes with N-tert-butyl hydroxylamine. The protective effects of these nitrones against microvascular damages in ischemia/reperfusion in the 'hamster cheek pouch' assay were studied and 1, as well as 4a, 4b, and 7 (derived from piperonal, O-benzyl vanillin, and furfural, respectively), showed to be more active than shark cartilage or a-tocopherol. No correlation was found between the protective effect of these nitrones and their log P (partition coefficient) or their capacity to trap OH and CH3 radicals. (c) 2007 Elsevier Ltd. All rights reserved.