“…In view of the absence of results relating to the N-arylations of anilines with iodothiophenes, and inspired by the conditions reported by Hellwinkel and Ittemann in the benzene series [59], we selected ethyl anthranilate as the coupling partner. While using 2-iodothiophene only gave the expected product in 52% yield under our optimized conditions (1 equiv activated copper and 2 equiv potassium carbonate in dibutyl ether at 140 • C for 24 h), 3-iodothiophene proved much more reactive, giving the product in 92% yield.…”