Iodobenzene-Catalyzed Ortho-Dearomatization and Aromatization-Triggered Rearrangement of 2-Allylanilines: Construction of Indolin-3-ylmethanols with High Diastereoselectivities.

An iodobenzene-catalyzed oxidative rearrangement of 2-allylanilines was developed. This process involves an ortho-oxidative dearomatization mediated by the in situ generated iodine(III) compound and a subsequent aromatization-triggered rearrangement reaction, leading to the formation of functionalized indolin-3-ylmethanols with high diastereoselectivities.