The chemistry of carbazole. VI. On the formation of N-ethylcarbazoles in the cadogan reaction |
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| Authors: | Yutaka Tsunashima Masatane Kuroki |
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| Institution: | Department of Chemistry, Shibaura Institute of Technology, Fukasaku, Ohmiya-shi, Saitama 330, Japan |
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| Abstract: | Reaction of 2′,6-dimethyl-2-nitrobiphenyl with triethyl phosphite gave 4,5-dimethyl-9-ethylcarbazole besides 4,5-dimethylcarbazole. In this reaction, 4,5-dimethylcarbazole was ethylated by triethyl N-(2′,6-dimethybiphenyl-2-yl)phosphorimidate and diethyl N-(2′,6-dimethylbiphenyl-2-yl)phosphoramidate, which arose from a nitrene-intermediate and triethyl phosphite. Analogous ethylations of carbazole with other phosphorimidate and phosphoramidates were investigated. |
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