Abstract 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 ...