Highly Chemoselective Iridium Photoredox and Nickel Catalysis for the Cross‐Coupling of Primary Aryl Amines with Aryl Halides | Zendy

Oderinde Martins S. | Zendy; Jones Natalie H. | Zendy; Juneau Antoine | Zendy; Frenette Mathieu | Zendy; Aquila Brian | Zendy; Tentarelli Sharon | Zendy; Robbins Daniel W. | Zendy; Johannes Jeffrey W. | Zendy

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Highly Chemoselective Iridium Photoredox and Nickel Catalysis for the Cross‐Coupling of Primary Aryl Amines with Aryl Halides

Author(s) -

Oderinde Martins S.,

Jones Natalie H.,

Juneau Antoine,

Frenette Mathieu,

Aquila Brian,

Tentarelli Sharon,

Robbins Daniel W.,

Johannes Jeffrey W.

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201604429

Subject(s) - aryl , iridium , chemistry , catalysis , electrophile , nickel , halide , photoredox catalysis , photochemistry , steric effects , combinatorial chemistry , dual function , coupling reaction , organic chemistry , alkyl , photocatalysis , contouring , engineering drawing , engineering

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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