A facile synthesis of dibenzopyrroloazepinones as tetracyclic allocolchicinoids--an unusual 1,2-phenyl shift.
A facile synthesis of dibenzopyrroloazepinones via an electrophilic cyclisation of a biphenyl-acyliminium ion is described; an unusual 1,2-phenyl shift occurs when the C-1' carbon is the more nucleophilic than the C-2' carbon.
Wu
Liang
L
Department of Chemistry, University College London, 20 Gordon Street, London, UK WC1H 0AJ.
Aliev
Abil E
AE
Caddick
Stephen
S
Fitzmaurice
Richard J
RJ
Tocher
Derek A
DA
King
Frank D
FD
D001381:Azepines / Q000138:chemical synthesis / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry*; D002227:Carbazoles / Q000138:chemical synthesis / Q000737:chemistry*; D003078:Colchicine / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D008968:Molecular Conformation
D001381:Azepines; D001713:Biphenyl Compounds; D002227:Carbazoles; D003078:Colchicine; C041514:carbazole; C010574:biphenyl