title: Room temperature, metal-free arylation of aliphatic alcohols.
abstract: Diaryliodonium salts are demonstrated as efficient arylating agents of aliphatic alcohols under metal-free conditions. The reaction proceeds at room temperature within 90 min to give alkyl aryl ethers in good to excellent yields. Aryl groups with electron-withdrawing substituents are transferred most efficiently, and unsymmetric iodonium salts give chemoselective arylations. The methodology has been applied to the formal synthesis of butoxycaine.
authors.affiliation: Department of Organic Chemistry, Stockholm University 10691 Stockholm (Sweden).
authors.forename: Raju
authors.initials: R
authors.lastname: Ghosh
authors.affiliation: Department of Organic Chemistry, Stockholm University 10691 Stockholm (Sweden).
authors.forename: Erik
authors.initials: E
authors.lastname: Lindstedt
authors.affiliation: Department of Organic Chemistry, Stockholm University 10691 Stockholm (Sweden).
authors.forename: Nazli
authors.initials: N
authors.lastname: Jalalian
authors.affiliation: Department of Organic Chemistry, Stockholm University 10691 Stockholm (Sweden).
authors.forename: Berit
authors.initials: B
authors.lastname: Olofsson
keywords: aliphatic alcohols; alkyl aryl ethers; arylation; diaryliodonium salts; hypervalent iodine