Buchwald–Hartwig Amination of Nitroarenes. Issue 43 (22nd September 2017)

• Record Type: Journal Article
• Authors: Inoue, Fumiyoshi; Kashihara, Myuto; Yadav, M. Ramu; Nakao, Yoshiaki
• Is Part Of: Angewandte Chemie international edition. Volume 56:Issue 43(2017)
• Page Start: 13307
• Page End: 13309
• Publication Date: 2017-09-22
• Subjects: amination -- C−N activation -- cross-coupling -- nitroarenes -- palladium; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201706982
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: The Buchwald–Hartwig amination of nitroarenes was achieved for the first time by using palladium catalysts bearing dialkyl(biaryl)phosphine ligands. These cross‐coupling reactions of nitroarenes with diarylamines, arylamines, and alkylamines afforded the corresponding substituted arylamines. A catalytic cycle involving the oxidative addition of the Ar−NO2 bond to palladium(0) followed by nitrite/amine exchange is proposed based on a stoichiometric reaction. Abstract : Nitro to amino : The Buchwald–Hartwig amination of nitroarenes is catalyzed by a palladium complex bearing a dialkyl(biaryl)phosphine ligand. Nitroarenes were thus cross‐coupled with diarylamines, arylamines, and alkylamines to afford the corresponding substituted arylamines.