
TY  - JOUR
A1  - Moursounidis, John 
A1  - Wege, Dieter 
T1  - Benzannulated Isobenzofurans
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1988
VL  - 41
IS  - 2
SP  - 235
EP  - 249
KW  - 
UR  - https://doi.org/10.1071/CH9880235 
N2  - A number of arynes, generated by treatment of haloarenes with sodium or potassium amide in tetrahydrofuran, were trapped with furan. The resulting dihydro epoxy arenes were converted into the following annulated isobenzofuran derivatives by using reverse Diels-Alder methodology: naphtho[l,2-clfuran, phenanthro[9,10-elfuran, pyreno[l,2-elfuran, pyreno[3,4- elfuran, anthra[l,2- elfuran, phenanthro[l,2- clfuran and phenanthro[3,4- elfuran. Bimolecular rate constants for the addition of maleic anhydride to these furans were measured, and were correlated with the Herndon structure count. Addition of arynes to selected members of this furan series yielded adducts which were deoxygenated to afford polycyclic aromatic hydrocarbons. 
ER  -

