Literature DB >> 20694236

Practical iron-catalyzed dehalogenation of aryl halides.

Waldemar Maximilian Czaplik1, Sabine Grupe, Matthias Mayer, Axel Jacobi von Wangelin.   

Abstract

An operationally simple iron-catalyzed hydrodehalogenation of aryl halides has been developed with 1 mol% Fe(acac)(3) and commercial t-BuMgCl as reductant. The mild reaction conditions (THF, 0 degrees C, 1.5 h) effect rapid chemoselective dehalogenation of (hetero)aryl halides (I, Br, Cl) and tolerate F, Cl, OR, SR, CN, CO(2)R, and vinyl groups.

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Year:  2010        PMID: 20694236     DOI: 10.1039/c0cc01980a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  6 in total

1.  Reductions of aryl bromides in water at room temperature.

Authors:  James C Fennewald; Evan B Landstrom; Bruce H Lipshutz
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

2.  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

3.  Catalytic Reductions Without External Hydrogen Gas: Broad Scope Hydrogenations with Tetrahydroxydiboron and a Tertiary Amine.

Authors:  Kirill A Korvinson; Hari K Akula; Casina T Malinchak; Dellamol Sebastian; Wei Wei; Tashrique A Khandaker; Magdalena R Andrzejewska; Barbara Zajc; Mahesh K Lakshman
Journal:  Adv Synth Catal       Date:  2019-11-13       Impact factor: 5.837

4.  Regioselective alkali metal reduction of dibenzocyclooctadiene lignan derivatives, demethoxylation followed by dehalogenation.

Authors:  Qing-Yao Wang; Jia-Qi Fang; Lu-Lu Deng; Xiao-Jiang Hao; Shu-Zhen Mu
Journal:  Chem Cent J       Date:  2017-12-27       Impact factor: 4.215

5.  Cu(II) carboxylate arene C─H functionalization: Tuning for nonradical pathways.

Authors:  Fanji Kong; Shusen Chen; Junqi Chen; Chang Liu; Weihao Zhu; Diane A Dickie; William L Schinski; Sen Zhang; Daniel H Ess; T Brent Gunnoe
Journal:  Sci Adv       Date:  2022-08-24       Impact factor: 14.957

6.  Chemoselective nitro reduction and hydroamination using a single iron catalyst.

Authors:  Kailong Zhu; Michael P Shaver; Stephen P Thomas
Journal:  Chem Sci       Date:  2016-01-26       Impact factor: 9.825

  6 in total

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