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Cyclization ofN-acetyl-ortho-cycloalkenylanilines on treatment with bromine andN-bromosuccinimide
Authors:R R Gataullin  I S Afon'kin  A A Fatykhov  L V Spirikhin and I B Abdrakhmanov
Institution:(1) Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054 Ufa, Russian Federation
Abstract:The reaction ofN-acetyl-2-(cyclohex-1-enyl)aniline with Br2 orN-bromsuccinimide at 20°C is accompanied by intramolecular cyclization to give brominated 3,1-benzoxazines or 4-acetyl-(3-bromo-5-methyl-1,2,3,3a,4,8b-hexahydrocyclopentab]indole. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 118–120, January, 2000.
Keywords:2-(cyclohex-1′  -enyl)aniline            N-acetyl-2-(cyclohex-1′  -enyl)aniline  2′  -bromo-2-methylspiro[(4H-3  1-benzoxazine)-4  1′  -cyclohexane]  N-acetyl-2-(cyclopent-2′  -en-1′  -yl)-2-methylaniline            N-bromosuccinimide  intramolecular cyclization  4-acetyl-(3-bromo-5-methyl-1  2  3  3a  4  8b-hexahydrocyclopenta[b]indole)
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