Photochemical deoxygenation of aromatic nitro compounds in triethyl phosphite. Substituent effects and evidence for the involvement aryl nitrenes

RJ Sundberg, BP Das, RH Smith

文献索引：Sundberg,R.J. et al. Journal of the American Chemical Society, 1969 , vol. 91, p. 658 - 668

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被引用次数: 25

摘要

Abstract: Nitrobenzene and substituted nitrobenzenes are deoxygenated at 30+ 5" when irradiated in triethyl phosphite solution. Triethyl phosphite is oxidized to triethyl phosphate and the deoxygenated nitro compound is converted to the corresponding triethyl N- arylphosphorimidate and to the aniline derivative. When the nitrobenzene is substituted with an o-alkyl group, rearranged products containing the pyridine ring are also found. ...