Literature DB >> 19294714

Iron-catalyzed chemoselective ortho arylation of aryl imines by directed C-H bond activation.

Naohiko Yoshikai1, Arimasa Matsumoto, Jakob Norinder, Eiichi Nakamura.   

Abstract

No Fe-ar: Iron catalyzes an imine-directed C-H bond activation to introduce an ortho-aryl group to an acetophenone-derived imine using a diarylzinc reagent (see scheme), whereas palladium catalyzes the conventional substitution reaction . The title reaction features mild and selective C-H bond activation in the presence of aryl bromide, chloride, or sulfonate groups, and 1,2-dichloroisobutane is essential to achieve such selectivity.

Entities:  

Year:  2009        PMID： 19294714     DOI： 10.1002/anie.200900454

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  4 in total

1.  Additive and Counterion Effects in Iron-Catalyzed Reactions Relevant to C-C Bond Formation.

Authors:  Nikki J Bakas; Michael L Neidig
Journal:  ACS Catal       Date:  2021-06-29       Impact factor: 13.700

2.  Multinuclear iron-phenyl species in reactions of simple iron salts with PhMgBr: identification of Fe4(μ-Ph)6(THF)4 as a key reactive species for cross-coupling catalysis.

Authors:  Stephanie H Carpenter; Tessa M Baker; Salvador B Muñoz; William W Brennessel; Michael L Neidig
Journal:  Chem Sci       Date:  2018-08-24       Impact factor: 9.825

3.  Palladium(II)-Catalyzed Regioselective Ortho Arylation of sp(2) C-H Bonds of N-Aryl-2-amino Pyridine Derivatives.

Authors:  Moumita Koley; Navid Dastbaravardeh; Michael Schnürch; Marko D Mihovilovic
Journal:  ChemCatChem       Date:  2012-06-13       Impact factor: 5.686

4.  Additive-Free Pd-Catalyzed α-Allylation of Imine-Containing Heterocycles.

Authors:  Marko Kljajic; Johannes G Puschnig; Hansjörg Weber; Rolf Breinbauer
Journal:  Org Lett       Date:  2016-12-12       Impact factor: 6.005
  4 in total

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