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Visible‐Light‐Promoted Iron‐Catalyzed C(sp 2 )–C(sp 3 ) Kumada Cross‐Coupling in Flow
Author(s) -
Wei XiaoJing,
Abdiaj Irini,
Sambiagio Carlo,
Li Chenfei,
ZysmanColman Eli,
Alcázar Jesús,
Noël Timothy
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201906462
Subject(s) - catalysis , aryl , chemistry , reagent , coupling reaction , combinatorial chemistry , photochemistry , organic chemistry , alkyl
A continuous‐flow, visible‐light‐promoted method has been developed to overcome the limitations of iron‐catalyzed Kumada–Corriu cross‐coupling reactions. A variety of strongly electron rich aryl chlorides, previously hardly reactive, could be efficiently coupled with aliphatic Grignard reagents at room temperature in high yields and within a few minutes’ residence time, considerably enhancing the applicability of this iron‐catalyzed reaction. The robustness of this protocol was demonstrated on a multigram scale, thus providing the potential for future pharmaceutical application.