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Visible-Light-Promoted Iron-Catalyzed C(sp² )-C(sp³ ) Kumada Cross-Coupling in Flow.

ABSTRACT: 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.

SUBMITTER: Wei XJ

PROVIDER: S-EPMC6771604 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Visible-Light-Promoted Iron-Catalyzed C(sp2 )-C(sp3 ) Kumada Cross-Coupling in Flow.

Wei Xiao-Jing XJ Abdiaj Irini I Sambiagio Carlo C Li Chenfei C Zysman-Colman Eli E Alcázar Jesús J Noël Timothy T

Angewandte Chemie (International ed. in English) 20190711 37

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 ...[more]

PMID: 31210010

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