Tetrahedron Letters p. 1617 - 1620 (1986)
Update date:2022-08-28
Topics:
Fujimori, Ken
Takata, Toshikazu
Fujiwara, Seiichi
Kikuchi, Osamu
Oae, Shigeru
Meso-tetraphenylporphinatoiron(III)/imidazole catalyzes the Polonovski type reaction of substituted N,N-dimethylaniline N-oxides to give mixtures of N-demethylated and N-deoxygenated products.Effect of substituent on the turnover number and the ratio of the demethylation to the deoxygenation, and other observations suggest that the Polonovski type N-demethylation reaction takes place via the rate determining N,N-dimethylanilinium cation radical formation.
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