Condensations of 1, 4-cyclohexanediones and secondary aromatic amines. The formation of alkyldiarylamines and triarylamines.

K Haga, M Oohashi, R Kaneko

文献索引：Haga, Kazuo; Oohashi, Masayuki; Kaneko, Ryohei Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 6 p. 1586 - 1590

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被引用次数: 23

摘要

Condensation of 1, 4-cyclohexanedione with N-alkylarylamines gives N-alkyl-N-arylanilines, and that with diarylamines gives triarylamines. A mechanism involving dehydration of monoenamines of the 1, 4-dione is proposed for the reaction. Relative rates of substituted N- ethylanilines on competitive reactions plotted vs. Hammet's σ values gave− 2.0 as the ρ value. In separate reactions, however, a different tendency is noted for the yield, that is, ...