Dinuclear Iron Complex-Catalyzed Cross-Coupling of Primary Alkyl Fluorides with Aryl Grignard Reagents

2012 ◽  
Vol 31 (18) ◽  
pp. 6518-6521 ◽  
Author(s):  
Zhenbo Mo ◽  
Qiang Zhang ◽  
Liang Deng
Keyword(s):  
Cross Coupling ◽  
Iron Complex ◽  
Grignard Reagents ◽  
Dinuclear Iron ◽  
Alkyl Fluorides

scholarly journals Ni- or Cu-Catalyzed Cross-Coupling Reaction of Alkyl Fluorides with Grignard Reagents.

ChemInform ◽  
2003 ◽  
Vol 34 (36) ◽  
Author(s):  
Jun Terao ◽  
Aki Ikumi ◽  
Hitoshi Kuniyasu ◽  
Nobuaki Kambe
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Cross Coupling Reaction ◽  
Alkyl Fluorides

A Novel Iron Complex for Cross-Coupling Reactions of Multiple C–Cl Bonds in Polychlorinated Solvents with Grignard Reagents

2012 ◽  
Vol 142 (11) ◽  
pp. 1397-1404 ◽  
Author(s):  
Yashraj Gartia ◽  
Sharon Pulla ◽  
Punnamchandar Ramidi ◽  
Carolina Costa Farris ◽  
Zeid Nima ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Iron Complex ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Co-Catalyzed Cross-Coupling Reaction of Alkyl Fluorides with Alkyl Grignard Reagents

2017 ◽  
Vol 19 (14) ◽  
pp. 3691-3694 ◽  
Author(s):  
Takanori Iwasaki ◽  
Koji Yamashita ◽  
Hitoshi Kuniyasu ◽  
Nobuaki Kambe
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Cross Coupling Reaction ◽  
Alkyl Fluorides

Ni- or Cu-Catalyzed Cross-Coupling Reaction of Alkyl Fluorides with Grignard Reagents

2003 ◽  
Vol 125 (19) ◽  
pp. 5646-5647 ◽  
Author(s):  
Jun Terao ◽  
Aki Ikumi ◽  
Hitoshi Kuniyasu ◽  
Nobuaki Kambe
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Cross Coupling Reaction ◽  
Alkyl Fluorides

Fe-Catalyzed Conjunctive Cross-Couplings of Unactivated Alkenes with Grignard Reagents

2020 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Cassandra R. Youshaw ◽  
Mingbin Yuan ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Functional Groups ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Turnover Frequency ◽  
Diverse Range ◽  
Cascade Cyclization ◽  
Radical Cascade

The first iron-catalyzed three-component cross-coupling of unactivated olefins with alkyl halides and Grignard reagents is reported. The reaction operates under fast turnover frequency and tolerates a diverse range of sp2-hybridized nucleophiles, alkyl halides, and unactivated olefins bearing diverse functional groups to yield the desired 1,2-alkylarylated products with high regiocontrol. Further, we demonstrate that this protocol is amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines via a three-component radical cascade cyclization/arylation that forges three new C-C bonds.

Design and Development of Fe-Catalyzed Intra- and Intermolecular Carbofunctionalization of Vinyl Cyclopropanes

2019 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Mingbin Yuan ◽  
Chris Acha ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Mechanistic Studies ◽  
Radical Intermediates ◽  
Design And Implementation ◽  
Solvent Cage ◽  
Radical Cascade ◽  
Radical Processes

Design and implementation of the first (asymmetric) Fe-catalyzed intra- and intermolecular difunctionalization of vinyl cyclopropanes (VCPs) with alkyl halides and aryl Grignard reagents has been realized via a mechanistically driven approach. Mechanistic studies support the diffusion of the alkyl radical intermediates out of the solvent cage to participate in an intra- or -intermolecular radical cascade with the VCP followed by re-entering the Fe radical cross-coupling cycle to undergo selective C(sp2)-C(sp3) bond formation. Overall, we provide new design principles for Fe-mediated radical processes and underscore the potential of using combined computations and experiments to accelerate the development of challenging transformations.

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