
%0 Journal Article
%A Crow, WD 
%A McNab, H 
%T Synthetic applications of intramolecular insertion in arylcarbenes. V <I>o</I>-Benzyl, phenylamino, phenoxy and phenylthio phenylcarbenes
%J Australian Journal of Chemistry
%D 1981/05/01
%V 34
%N 5
%P 1037-1050
%K 
%R https://doi.org/10.1071/CH9811037
%U https://www.publish.csiro.au/paper/CH9811037 
%X The 2-(XC6H4)-substituted phenylcarbenes in which X = CH2, NH, O and S have been generated and pyrolysed in the gas phase at low pressure. When X = CH2 or NH, the main reaction is simple insertion into the adjacent o-position of the XC6H5 ring to give dihydroanthracenes and dihydroacridines respectively. The use of substituents shows that no spiro diene rearrangement is involved in the case X = NH. For X = O or S, on the other hand, the carbene inserts into the &#960;-system ofthe XC6H5 ring and expansion occurs to give benzo[b]cyclohepta[d]furans and thiophens. 
