Highly Chemoselective Iridium Photoredox and Nickel Catalysis for the Cross‐Coupling of Primary Aryl Amines with Aryl Halides |
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Authors: | Dr Martins S Oderinde Natalie H Jones Antoine Juneau Prof Mathieu Frenette Dr Brian Aquila Sharon Tentarelli Dr Daniel W Robbins Dr Jeffrey W Johannes |
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Affiliation: | 1. Department of Chemistry (Oncology), AstraZeneca Pharmaceuticals LP, Waltham, MA 0, USA;2. Département de Chimie, Université du Québec á Montréal, Montréal, Quebec, Canada |
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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. |
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Keywords: | cross-coupling nickel catalysis photocatalysis radical reactions synthetic methods |
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