ON THE SYNTHESIS AND ISOLATION OF CHLOROCARBAZOLES OBTAINED BY CHLORINATION OF N-SUBSTITUTED CARBAZOLES

Citation
Sm. Bonesi et R. Errabalsells, ON THE SYNTHESIS AND ISOLATION OF CHLOROCARBAZOLES OBTAINED BY CHLORINATION OF N-SUBSTITUTED CARBAZOLES, Journal of heterocyclic chemistry, 34(3), 1997, pp. 891-900
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
34
Issue
3
Year of publication
1997
Pages
891 - 900
Database
ISI
SICI code
0022-152X(1997)34:3<891:OTSAIO>2.0.ZU;2-B
Abstract
Chloro derivatives of N-methylcarbazole (1), N-phenylcarbazole (2), N- acetylcarbazole (3), N-benzoylcarbazole (4) and 2-methoxy-N-methylcarb azole 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 descri bed for the first time. By using semiempirical PM3 method theoretical substituent effects on the chlorinating reaction are calculated. A chl orination mechanism of carbazoles and N-substituted carbazoles are com pared.