Highly Chemoselective Iridium Photoredox and Nickel Catalysis for the Cross‐Coupling of Primary Aryl Amines with Aryl Halides. (6th October 2016)

• Record Type: Journal Article
• Authors: Oderinde, Martins S.; Jones, Natalie H.; Juneau, Antoine; Frenette, Mathieu; Aquila, Brian; Tentarelli, Sharon; Robbins, Daniel W.; Johannes, Jeffrey W.
• Is Part Of: Angewandte Chemie. Volume 128:Number 42(2016)
• Page Start: 13413
• Page End: 13417
• Publication Date: 2016-10-06
• Subjects: Kreuzkupplungen -- Nickelkatalyse -- Photokatalyse -- Radikalreaktionen -- Synthesemethoden; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201604429
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: A visible‐light‐promoted iridium photoredox and nickel dual‐catalyzed cross‐coupling procedure for the formation C−N bonds has been developed. With this method, various aryl amines were chemoselectively cross‐coupled with electronically and sterically diverse aryl iodides and bromides to forge the corresponding C−N bonds, which are of high interest to the pharmaceutical industries. Aryl iodides were found to be a more efficient electrophilic coupling partner. The coupling reactions were carried out at room temperature without the rigorous exclusion of molecular oxygen, thus making this newly developed Ir‐photoredox/Ni dual‐catalyzed procedure very mild and operationally simple.