Hydrolysis and iron (2+)-induced reduction of N-aryl-O-pivaloylhydroxylamines: aqueous solution chemistry of model carcinogens
M Novak, RK Lagerman
Index: Novak, Michael; Lagerman, Robert K. Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4762 - 4769
Full Text: HTML
Citation Number: 32
Abstract
The N-aryl-0-pivaloylhydroxylamines, la-d, which serve as models for the carcinogenic metabolites of aromatic amines, decompose in aqueous media by heterolysis of the N-0 bond. Substituent effects on rates of reaction and products of the decomposition of la-c are entirely consistent with the intermediacy of a singlet nitrenium ion. The least reactive compound in the series N-(4-nitrophenyl)-O-pivaloylhydroxylamine(la) yields 4- ...
Related Articles:
[Ichikawa, Masanori; Yokomizo, Aki; Itoh, Masao; Haginoya, Noriyasu; Sugita, Kazuyuki; Usui, Hiroyuki; Terayama, Koji; Kanda, Akira Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 17 p. 5207 - 5224]
[Helmick, John S.; Novak, Michael Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2925 - 2927]
Synthesis of 2-Aminophenols and Heterocycles by Ru-Catalyzed C–H Mono-and Dihydroxylation
[Yang, Xinglin; Shan, Gang; Rao, Yu Organic Letters, 2013 , vol. 15, # 10 p. 2334 - 2337]
[Helmick, John S.; Novak, Michael Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2925 - 2927]
[Helmick, John S.; Novak, Michael Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2925 - 2927]