79365-13-2Relevant academic research and scientific papers
Synthetic Applications of Intramolecular Insertion in Arylcarbenes. V. o-Benzyl, Phenylamino, Phenoxy and Phenylthio Phenylcarbenes
Crow, Wilfrid D.,McNab, Hamish
, p. 1037 - 1050 (2007/10/02)
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 ?-system of the XC6H5 ring and expansion occurs to give benzocycloheptafurans and thiophens.
