Issue 18, 1995

Formation of singlet oxygen in the deoxygenation of heteroarene N-oxides by dimethyldioxirane

Abstract

4-Dimethylaminopyridine-N-oxid 2 and 2′,3′,5′-triacetyladenosine-N1-oxide 4 are partially deoxygenated by dimethyldioxirane (DMD) to the corresponding amines 1 and 3; the formation of singlet oxygen suggests a polar rather than a radical mechanism, in which we propose SN2 attack of the N-oxide on the dioxirane peroxide bond.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1995, 1831-1832

Formation of singlet oxygen in the deoxygenation of heteroarene N-oxides by dimethyldioxirane

W. Adam, K. Briviba, F. Duschek, D. Golsch, W. Kiefer and H. Sies, J. Chem. Soc., Chem. Commun., 1995, 1831 DOI: 10.1039/C39950001831

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