Literature DB >> 23034081

Iron-catalyzed chemo- and stereoselective hydromagnesiation of diarylalkynes and diynes.

Laurean Ilies1, Takumi Yoshida, Eiichi Nakamura.   

Abstract

Diarylalkynes are chemo- and stereoselectively hydromagnesiated in high yields at room temperature with an iron species generated in situ from FeCl(2)and EtMgBr. Functional groups such as bromide, iodide, amine, phenoxide, and alkene are well tolerated. Under similar conditions, diynes are chemo-, regio-, and stereoselectively hydromagnesiated. The resulting alkenylmagnesium compounds are a platform for further functionalization as a one-pot reaction.

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Year:  2012        PMID: 23034081     DOI: 10.1021/ja307631v

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


  7 in total

1.  Mechanism of the Bis(imino)pyridine-Iron-Catalyzed Hydromagnesiation of Styrene Derivatives.

Authors:  Peter G N Neate; Mark D Greenhalgh; William W Brennessel; Stephen P Thomas; Michael L Neidig
Journal:  J Am Chem Soc       Date:  2019-06-17       Impact factor: 15.419

2.  Zirconoarylation of alkynes through p-chloranil-promoted reductive elimination of arylzirconates.

Authors:  Xiaoyu Yan; Chao Chen; Chanjuan Xi
Journal:  Beilstein J Org Chem       Date:  2014-02-28       Impact factor: 2.883

3.  A regioselectivity switch in Pd-catalyzed hydroallylation of alkynes.

Authors:  Ding-Wei Ji; Yan-Cheng Hu; Hao Zheng; Chao-Yang Zhao; Qing-An Chen; Vy M Dong
Journal:  Chem Sci       Date:  2019-05-16       Impact factor: 9.825

4.  Iridium-Catalyzed Hydrochlorination and Hydrobromination of Alkynes by Shuttle Catalysis.

Authors:  Peng Yu; Alessandro Bismuto; Bill Morandi
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-16       Impact factor: 15.336

5.  Cobalt-catalyzed branched selective hydroallylation of terminal alkynes.

Authors:  Jieping Chen; Jiale Ying; Zhan Lu
Journal:  Nat Commun       Date:  2022-08-03       Impact factor: 17.694

6.  Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes.

Authors:  Alejandro Valiente; Pablo Martínez-Pardo; Gurpreet Kaur; Magnus J Johansson; Belén Martín-Matute
Journal:  ChemSusChem       Date:  2021-12-16       Impact factor: 9.140

7.  Recent advances in transition-metal-catalyzed intermolecular carbomagnesiation and carbozincation.

Authors:  Kei Murakami; Hideki Yorimitsu
Journal:  Beilstein J Org Chem       Date:  2013-02-11       Impact factor: 2.883

  7 in total

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