successfully generated arynes from these substrates which were trapped with furan (3ua, 3oa and 3va; Scheme 3). In the case of arene 1u, an 8:1 mixture of 1u-IMes isomers is obtained from iodination at the 4-and 6-positions, respectively, and when this mixture was carried forward a 10:1 mixture of isomers was obtained for the aryne adduct. The major isomer 3ua shown results from aryne formation at the 4,5-position and the minor isomer results from formation at the 5,6-position (Scheme 3). Similar isomer ratios were obtained for the synthesis and use of 1u-TT as an intermediate, but the yield of aryne adduct from 1u-TT is notably lower (3ua, 56%; Scheme 3). The use a aryl(Mes)iodonium salts has also provided access to a trapped pyridyne (3va) and to the best of our knowledge this constitutes the first example of a pyridine to pyridyne process (Scheme 3).