
TY  - JOUR
A1  - Brown, RFC 
A1  - Coulston, KJ 
A1  - Eastwood, FW 
T1  - Intramolecular Trapping of a Ketenimine Carbene Formed on Flash Vacuum Pyrolysis of 3-Phenylimino-3H-indazole and 3-Phenyliminoisobenzofuran-1-one
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1994
VL  - 47
IS  - 1
SP  - 47
EP  - 59
KW  - 
UR  - https://doi.org/10.1071/CH9940047 
N2  - 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. 
ER  -

