Hydrogen peroxide mediated formation of heteroaryl ethers from pyridotriazol-1-yloxy heterocycles and arylboronic acids

Pyridotriazol-1-yloxypyrimidine 3 reacts with arylboronic acids under palladium-free, Cs2CO3, (0.8%) H2O2, and DME conditions to produce heteroaryl ethers 4-16 in good yields comparable to the oxidative palladium-catalyzed reaction. The yields of aryl ethers 17-19 from quinazoline 2 with (0.8%) H2O2 were modest. Hydrogen peroxide is superior to dioxygen as an oxidant in these reactions.