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On the synthesis and isolation of chlorocarbazoles obtained by chlorination of N-substituted carbazoles

✍ Scribed by Sergio M. Bonesi; Rosa Erra-Balsells

Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
743 KB
Volume
34
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Chloro derivatives of N‐methylcarbazole (1), N‐phenylcarbazole (2), N‐acetylcarbazole (3), N‐benzoylcarbazole (4) and 2‐methoxy‐N‐methylcarbazole are synthesized. They are compounds 1a, 1b, 1c, 1d, 1e, 2a, 2b, 3a, 3b, 3c, 3d, 4a, 4b, 5a, 5b, 5c, 5d and 5e. Some of them are described for the first time. By using semiempirical PM3 method theoretical substituent effects on the chlorinating reaction are calculated. A chlorination mechanism of carbazoles and N‐substituted carbazoles are compared.

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