Oxygen transfer from oxaziridines: a chemical model for flavin-dependent monooxygenases

…, DM Spero, WH Rastetter

Index: Wagner, William R.; Spero, Denice M.; Rastetter, William H. Journal of the American Chemical Society, 1984 , vol. 106, # 5 p. 1476 - 1480

Full Text: HTML

Citation Number: 10

Abstract

Abstract: The ability of several aryloxaziridines to transfer an oxygen atom to phenolates was examined. 2-b-Nitro-phenyl)-3-tert-butyloxaziridine (1) was found to oxidize potassium 2, 6- dialkylphenolates to the corresponding p-benzoquinones. Product studies and an observed ESR signal suggest an electron-transfer mechanism for these oxidations. 180-Labeled oxaziridine 30 was prepared. Oxidations of phenolates with 30 rigorously establish the ...

Related Articles:

Bromide??Assisted Oxidation of Substituted Phenols with Hydrogen Peroxide to the Corresponding p??Quinol and p??Quinol Ethers over WO42−??Exchanged Layered …

[Sels; De Vos; Jacobs Angewandte Chemie - International Edition, 2005 , vol. 44, # 2 p. 310 - 313]

Direct observation of the cyclopropene-vinylcarbene rearrangement. Matrix isolation of bicyclo [3.1. 0] hexa-3, 5-dien-2-ones

[Bucher, Goetz; Sander, Wolfram Journal of Organic Chemistry, 1992 , vol. 57, # 5 p. 1346 - 1351]

Mechanism of the Gibbs Reaction. 3. Indophenol Formation via Radical Electrophilic Aromatic Substitution (SREAr) on Phenols

[Pallagi, Istvan; Toro, Andras; Farkas, Oedoen Journal of Organic Chemistry, 1994 , vol. 59, # 22 p. 6543 - 6557]

Choice of Manganese (III) Complexes for the Synthesis of 4, 4'-Biphenyldiols and 4, 4'-Diphenoquiones.

[Nishino, Hiroshi; Nobuyuki, Itoh; Nagashima, Makiko; Kurosawa, Kazu Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 2 p. 620 - 622]

Formation of dienones on the reaction of cresols, xylenols, and 2-naphthol with nitrogen dioxide: Observation of keto tautomers of nitrophenols

[Fischer, Alfred; Mathivanan, N. Tetrahedron Letters, 1988 , vol. 29, # 16 p. 1869 - 1872]

More Articles...