
%0 Journal Article
%A Crow, WD 
%A Engkaninan-Low, U 
%A Pang, YT 
%T Synthetic applications of intramolecular insertion in arylcarbenes. VII. Aryl-substituted benzocycloalkenylidenes
%J Australian Journal of Chemistry
%D 1984/09/01
%V 37
%N 9
%P 1915-1924
%K 
%R https://doi.org/10.1071/CH9841915
%U https://www.publish.csiro.au/paper/CH9841915 
%X A series of benzo-fused cyclic carbenes, bearing suitably located alkoxy substituents in the phenyl ring, has been generated in the gas phase and pyrolysed at 250º/0.002-0.40 mm. In all cases, carbene insertion into the adjacent C-H bond (Bamford-Stevens insertion) occurs, either exclusively or predominantly, with up to 35% 1,5 C-H insertion in the alkoxy side chain to form peri-fused tricyclic heterocycles. These results are rationalized in terms of geometrical and electronic effects. 
