
%0 Journal Article
%A Brown, RFC 
%A Coulston, KJ 
%A Eastwood, FW 
%T Intramolecular Trapping of a Ketenimine Carbene Formed on Flash Vacuum Pyrolysis of 3-Phenylimino-3H-indazole and 3-Phenyliminoisobenzofuran-1-one
%J Australian Journal of Chemistry
%D 1994/01/01
%V 47
%N 1
%P 47-59
%K 
%R https://doi.org/10.1071/CH9940047
%U https://www.publish.csiro.au/paper/CH9940047 
%X Flash vacuum pyrolysis of 3-phenylimino-3H-indazole yielded biphenylene , benzonitrile and, by loss of dinitrogen followed by intramolecular trapping of a ketenimine  carbene intermediate, the isomers fluorenimine , phenanthridine and 2-phenylbenzonitrile.Pyrolysis of 3-phenyliminoisobenzofuran-1-one gave the same five products together with N- phenylphthalimide . It is proposed that the same ketenimine  carbene intermediate is involved in the two reactions. Pyrolysis of 3-o-tolylimino- and 3-benzylimino-isobenzofuran-1-one led to fragmentation without intramolecular trapping. Pyrolysis of 3-t-butyliminoisobenzofuran-1-one gave o-cyanobenzoic acid. 
