title: Highly Chemoselective Iridium Photoredox and Nickel Catalysis for the Cross-Coupling of Primary Aryl Amines with Aryl Halides.
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.
authors.affiliation: Department of Chemistry (Oncology), AstraZeneca Pharmaceuticals LP, 35 Gatehouse Dr., Waltham, MA 0, 2451, USA. martins.oderinde@pfizer.com.
authors.forename: Martins S
authors.identifier: 0000-0002-6858-321X
authors.initials: MS
authors.lastname: Oderinde
authors.affiliation: Department of Chemistry (Oncology), AstraZeneca Pharmaceuticals LP, 35 Gatehouse Dr., Waltham, MA 0, 2451, USA.
authors.forename: Natalie H
authors.initials: NH
authors.lastname: Jones
authors.affiliation: Département de Chimie, Université du Québec á Montréal, Case Postale 8888, Succursale Centre-Ville, Montréal, Quebec, H3C 3P8, Canada.
authors.forename: Antoine
authors.initials: A
authors.lastname: Juneau
authors.affiliation: Département de Chimie, Université du Québec á Montréal, Case Postale 8888, Succursale Centre-Ville, Montréal, Quebec, H3C 3P8, Canada.
authors.forename: Mathieu
authors.initials: M
authors.lastname: Frenette
authors.affiliation: Department of Chemistry (Oncology), AstraZeneca Pharmaceuticals LP, 35 Gatehouse Dr., Waltham, MA 0, 2451, USA.
authors.forename: Brian
authors.initials: B
authors.lastname: Aquila
authors.affiliation: Department of Chemistry (Oncology), AstraZeneca Pharmaceuticals LP, 35 Gatehouse Dr., Waltham, MA 0, 2451, USA.
authors.forename: Sharon
authors.initials: S
authors.lastname: Tentarelli
authors.affiliation: Department of Chemistry (Oncology), AstraZeneca Pharmaceuticals LP, 35 Gatehouse Dr., Waltham, MA 0, 2451, USA.
authors.forename: Daniel W
authors.initials: DW
authors.lastname: Robbins
authors.affiliation: Department of Chemistry (Oncology), AstraZeneca Pharmaceuticals LP, 35 Gatehouse Dr., Waltham, MA 0, 2451, USA. jeffrey.johannes@astrazeneca.com.
authors.forename: Jeffrey W
authors.initials: JW
authors.lastname: Johannes
keywords: cross-coupling; nickel catalysis; photocatalysis; radical reactions; synthetic methods