We have discovered a 1,2-migration (aryl dance reaction) of the aryl group on heteroles. AlCl3 can efficiently convert C3-arylheteroles to C2-arylheteroles. Depending on the electron density of the substrate, conversion from C2- to C3-arylheteroles was also possible with catalytic Zn(OTf)2. A one-pot aryl dance/acylation or bromination, and arylation/aryl dance was also demonstrated.

We report a 1,2-migration (aryl dance reaction) of the aryl group on heteroles. AlCl 3 can efficiently convert C3-arylheteroles to C2-arylheteroles. Depending on the electron density of the substrate, conversion from C2-to C3-arylheteroles was also possible with catalytic Zn(OTf) 2 . A one-pot aryl dance/acylation or bromination and arylation/aryl dance cascade was also demonstrated.