The chemistry of carbazole. VI. On the formation of N‐ethylcarbazoles in the cadogan reaction
- 1 March 1981
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 18 (2) , 315-318
- https://doi.org/10.1002/jhet.5570180217
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.Keywords
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