Novel high-yield iodination method using I2/NaNO3
(Rated as: excellent)
A Novel Iodination of Aromatic Rings Using Iodine/Metallic Nitrate
M.S. Yusubov, et. al.
Bull. Korean Chem. Soc. 19(4), 400-401 (1998) (../rhodium/chemistry /aromat
Methoxybenzenes are selectively iodinated in high yield using I2/NaNO3/HOAc. This could be a new, easy way to 2C-I and DOI.
To a solution of 3 mmol methoxybenzene and 1.7mmol I2 in 10ml HOAc 0.3 mmol NaNO3 was added at room temp, and the mixture heated at 85°C for 6h. Further additions of NaNO3 (3x0.3mmol) was made after 1, 2 and 3h. Workup as usual after reducing residual I2 with 10% NaHSO3.