A para‐C–H Functionalization of Aniline Derivatives via In situ Generated Bulky Hypervalent Iodinium Reagents

A practical para‐C‐H functionalization of aniline derivatives has been developed using an in situ generated bulky hypervalent iodinium reagent. Para‐iodo, bromo, chloro, nitro, trifluormethyl aniline derivatives can be obtained efficiently, in many cases in 10 min in a transition metal‐free manner. Medicinal chemicals or intermediates can be purified without column chromatography or recrystallization, which significantly reduces the waste and simplifies the work‐up process. A general para‐selective C‐H functionalization was achieved via a steric control strategy. Para‐iodo, bromo, chloro, nitro, and trifluormethyl aniline derivatives were prepared via in situ generated, bulky hypervalent iodinium reagents in as little as 10 min. Products can be purified without column chromatography or recrystallization, which significantly reduces the waste and simplifies the work‐up.