Cyclization of ortho-(alk-2-enyl)anilines under the action of iodine

Authors
Gataullin, RR Minnigulov, FF Khakimova, TV Kazhanova, TV Fatykhov, AA Spirikhin, LV Abdrakhmanov, IB
Citation
Rr. Gataullin et al., Cyclization of ortho-(alk-2-enyl)anilines under the action of iodine, RUSS CHEM B, 50(3), 2001, pp. 456-459
Citations number
16
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
50
Issue
3
Year of publication
2001
Pages
456 - 459
Database
ISI
SICI code
1066-5285(200103)50:3<456:COOUTA>2.0.ZU;2-D
Abstract
The reaction of ortho-(cyclohex-2-enyl)aniline with I-2 in nonpolar and pol ar solvents affords predominantly 1-iodohexahydrocarbazole and azatricyclot ridecatriene, respectively. Under analogous conditions, 4-methyl-2-(1-methy lbut-2-en-1-yl)aniline undergoes cyclization to form exclusively products w ith quinoline structures regardless of the Solvent used.