Abstract
Corey-Chakovsky’s reagent was used for the synthesis of several derivatives of benzofuran 52, an important building block for the synthesis of antidiabetic drug. Constellations of different substituents at 4 and 4’ positions of 2-Hydrobenzophenone 61、70a~d afforded rearrangement products with varying percentage yields. 2-Hydrobenzophenone 61 furnished 66 and 69 in 20% and 50% yield, respectively. The same rearrangement products were obtained for 2-Hydrobenzophenone 70a-d with percentage yields which ranged from 66a~d 20% to 45% and 69a~d 20% to 50 %. 2-Hydrobenzophenone 70e with nitro substituent at position 4’ did not produce the target molecule; instead compound 76e was produced in 70% yield. A plausible mechanistic interpretation suggests the involvement of four different paths to get different compounds.