PIDA–I₂ mediated direct vicinal difunctionalization of olefins: iodoazidation, iodoetherification and iodoacyloxylation

Abstract

Iodinium cation (I(+) or IOAc) was produced from the combination of phenyliodine diacetate (PIDA) and iodine. I(+) facilitated the direct vicinal difunctionalization of olefins to α-azido, α-trideuteriomethoxy, α-2,2,2-trifluoroethoxy and α-acyloxy alkyl iodides via cation-π interaction at room temperature and under transition-metal free conditions.