title: A room temperature copper catalyzedN-selective arylation of β-amino alcohols with iodoanilines and aryl iodides.
abstract: An efficient method is described for the synthesis ofN-(2-aminophenyl)-2-hydroxyethylamines via a copper catalyzedN-selective arylation of β-amino alcohols with iodoanilines. The corresponding coupling products are useful intermediates for the synthesis of a variety ofN-2-hydroxyethyl-substituted benzimidazoles, benzimidazolones, and iminobenzimidazoles. We found that 2-iodoaniline only arylates certain amino alcohols but not amines lacking a hydroxyl group. We also demonstrate the arylation of sterically demanding β-amino alcohols, such as ephedrine and prolinol with aryl iodides at room temperature.
authors.affiliation: Department of Biochemistry, UT Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, TX 75390-9038, USA.
authors.forename: Priyabrata
authors.initials: P
authors.lastname: Das
authors.forename: Jef K
authors.initials: JK
authors.lastname: De Brabander
keywords: Amino Alcohol; Arylation; Benzimidazole; Copper catalysis; Cross-coupling; Iodoaniline
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