New efficient protocol for aryne generation. Selective synthesis of differentially protected 1,4,5-naphthalenetriols

Article abstract of DOI:10.1016/S0040-4039(00)93589-5

Arynes are generated cleanly and rapidly by halogen-lithium exchange of ortho-haloaryl triflates with n-BuLi at -78°C. [2+4]-Cycloaddition of α-alkoxyaryne with 2-methoxyfuran proceeded regioselectively (head-to-head) to afford 1,4,5-naphthalenetriols.