Literature DB >> 20681696

Iron-catalyzed Suzuki-Miyaura coupling of alkyl halides.

Takuji Hatakeyama1, Toru Hashimoto, Yoshiyuki Kondo, Yuichi Fujiwara, Hirofumi Seike, Hikaru Takaya, Yoshinori Tamada, Teruo Ono, Masaharu Nakamura.   

Abstract

In the presence of novel iron(II) chloride-diphosphine complexes and magnesium bromide, lithium arylborates react with primary and secondary alkyl halides to give the corresponding coupling products in good to excellent yields. High functional group compatibility is also demonstrated in the reactions of substrates possessing reactive substituents, such as alkoxycarbonyl, cyano, and carbonyl groups.

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Year:  2010        PMID: 20681696     DOI: 10.1021/ja103973a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  32 in total

1.  Decarboxylative borylation.

Authors:  Chao Li; Jie Wang; Lisa M Barton; Shan Yu; Maoqun Tian; David S Peters; Manoj Kumar; Antony W Yu; Kristen A Johnson; Arnab K Chatterjee; Ming Yan; Phil S Baran
Journal:  Science       Date:  2017-04-13       Impact factor: 47.728

2.  Nickel-catalyzed cross-coupling of potassium aryl- and heteroaryltrifluoroborates with unactivated alkyl halides.

Authors:  Gary A Molander; O Andreea Argintaru; Ioana Aron; Spencer D Dreher
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

3.  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

4.  Computational Approach to Molecular Catalysis by 3d Transition Metals: Challenges and Opportunities.

Authors:  Konstantinos D Vogiatzis; Mikhail V Polynski; Justin K Kirkland; Jacob Townsend; Ali Hashemi; Chong Liu; Evgeny A Pidko
Journal:  Chem Rev       Date:  2018-10-30       Impact factor: 60.622

5.  Intermediates and Reactivity in Iron-Catalyzed Cross-Couplings of Alkynyl Grignards with Alkyl Halides.

Authors:  Jared L Kneebone; William W Brennessel; Michael L Neidig
Journal:  J Am Chem Soc       Date:  2017-05-16       Impact factor: 15.419

6.  Transition-metal free umpolung carbon-nitrogen vs. carbon-chlorine bond formation.

Authors:  John J Sirois; Brenton DeBoef
Journal:  Tetrahedron Lett       Date:  2015-10-07       Impact factor: 2.415

7.  Direct Observation of Transmetalation from a Neutral Boronate Ester to a Pyridine(diimine) Iron Alkoxide.

Authors:  Paul O Peterson; Stephan M Rummelt; Bradley M Wile; S Chantal E Stieber; Hongyu Zhong; Paul J Chirik
Journal:  Organometallics       Date:  2019-12-23       Impact factor: 3.876

8.  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

9.  Diarylmethanes through an Unprecedented Palladium-Catalyzed C-C Cross-Coupling of 1-(Aryl)methoxy-1 H-Benzotriazoles with Arylboronic Acids.

Authors:  Manish K Singh; Mahesh K Lakshman
Journal:  ChemCatChem       Date:  2015-11-04       Impact factor: 5.686

10.  Development and Evolution of Mechanistic Understanding in Iron-Catalyzed Cross-Coupling.

Authors:  Michael L Neidig; Stephanie H Carpenter; Daniel J Curran; Joshua C DeMuth; Valerie E Fleischauer; Theresa E Iannuzzi; Peter G N Neate; Jeffrey D Sears; Nikki J Wolford
Journal:  Acc Chem Res       Date:  2018-12-28       Impact factor: 22.384

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