
%0 Journal Article
%A McCulloch, RK 
%A Stringer, MB 
%A Wege, D 
%T Abnormal behaviour of 8b,8c,9,11,11a,11b-Hexahydro- and 8c,9,11,11a-Tetrahydro-phenanthro[9',10':3,4]cyclobuta[1,2-c]furan during bromination with N-bromosuccinimide
%J Australian Journal of Chemistry
%D 1977/06/01
%V 30
%N 6
%P 1275-1285
%K 
%R https://doi.org/10.1071/CH9771275
%U https://www.publish.csiro.au/paper/CH9771275 
%X Dimethyl 1,2,2a,10b-tetrahydrocyclobuta[l]phenantene-cis-1,2- dicarboxylate has been converted into 8b,8c,9,11,11a,11b- hexahydrophenanthro[9?,10?:3,4]cyclobuta[1,2-c]furan (9) and 8c,9,11,11a-tetrahydrophenanthro[9?,10?:3,4]cyclobuta[1,2-c]furan (5) by a series of standard reactions. Bromination of (9) with N- bromosuccinimide gave 3-bromo-4-(9?-phenanthryl)tetrahydrofuran (14) by an unusual fragmentation of the cyclobutyl ring. Reaction of (5) with N-bromosuccinimide resulted in the introduction of the N-succinimyl substituents into the &#945;-position of the tetrahydrofuran ring. 
