Literature DB >> 15070321

Iron-catalyzed Grignard cross-coupling with alkyl halides possessing beta-hydrogens.

Takashi Nagano1, Tamio Hayashi.   

Abstract

Tris(acetylacetonato)iron(III) (Fe(acac)(3)) was found to be an efficient catalyst for the cross-coupling reaction between aryl Grignard reagents and alkyl halides possessing beta-hydrogens. The reaction is applicable to secondary alkyl halides as well as primary ones. [reaction: see text]

Entities:  

Year:  2004        PMID： 15070321     DOI： 10.1021/ol049779y

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  18 in total

1.  Stereospecific cross-coupling of secondary alkyl β-trifluoroboratoamides.

Authors:  Deidre L Sandrock; Ludivine Jean-Gérard; Cheng-yi Chen; Spencer D Dreher; Gary A Molander
Journal:  J Am Chem Soc       Date:  2010-11-15       Impact factor: 15.419

2.  A Physical-Inorganic Approach for the Elucidation of Active Iron Species and Mechanism in Iron-Catalyzed Cross-Coupling.

Authors:  Stephanie H Carpenter; Michael L Neidig
Journal:  Isr J Chem       Date:  2017-08-24       Impact factor: 3.333

3.  Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates.

Authors:  Meredith S Eno; Alexander Lu; James P Morken
Journal:  J Am Chem Soc       Date:  2016-06-16       Impact factor: 15.419

4.  Iron-catalyzed cross-coupling of unactivated secondary alkyl thio ethers and sulfones with aryl Grignard reagents.

Authors:  Scott E Denmark; Alexander J Cresswell
Journal:  J Org Chem       Date:  2013-11-20       Impact factor: 4.354

5.  Iron-catalyzed heterocycle and arene deprotonative alkylation.

Authors:  Ly Dieu Tran; Olafs Daugulis
Journal:  Org Lett       Date:  2010-10-01       Impact factor: 6.005

6.  Organozinc Chemistry Enabled by Micellar Catalysis. Palladium-Catalyzed Cross-Couplings between Alkyl and Aryl Bromides in Water at Room Temperature.

Authors:  Christophe Duplais; Arkady Krasovskiy; Bruce H Lipshutz
Journal:  Organometallics       Date:  2011-11-21       Impact factor: 3.876

7.  Efficient cross-coupling of secondary alkyltrifluoroborates with aryl chlorides--reaction discovery using parallel microscale experimentation.

Authors:  Spencer D Dreher; Peter G Dormer; Deidre L Sandrock; Gary A Molander
Journal:  J Am Chem Soc       Date:  2008-06-27       Impact factor: 15.419

8.  Intermediates and Mechanism in Iron-Catalyzed Cross-Coupling.

Authors:  Jeffrey D Sears; Peter G N Neate; Michael L Neidig
Journal:  J Am Chem Soc       Date:  2018-09-18       Impact factor: 15.419

9.  A TMEDA-Iron Adduct Reaction Manifold in Iron-Catalyzed C(sp2 )-C(sp3 ) Cross-Coupling Reactions.

Authors:  Nikki J Bakas; Jeffrey D Sears; William W Brennessel; Michael L Neidig
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-18       Impact factor: 15.336

10.  Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl(3) promoted homocoupling.

Authors:  Aiichiro Nagaki; Yuki Uesugi; Yutaka Tomida; Jun-Ichi Yoshida
Journal:  Beilstein J Org Chem       Date:  2011-08-02       Impact factor: 2.883
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