Literature DB >> 18811176

Palladium-catalyzed direct arylation of nitro-substituted aromatics with aryl halides.

Laurence Caron1, Louis-Charles Campeau, Keith Fagnou.   

Abstract

Direct arylation reactions of nitrobenzenes and aryl halides occur in good yield and high ortho regioselectivity. These reactions can be performed on gram scale with as few as 3 equiv of the nitro arene relative to the aryl halide. The synthetic utility of this method is demonstrated via rapid synthesis of a Boscalid intermediate.

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Year:  2008        PMID: 18811176     DOI: 10.1021/ol801839w

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


  12 in total

1.  Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

2.  Palladium Catalyzed Arylation and Benzylation of Nitroarenes Using Aryl Sulfonates and Benzyl Acetates.

Authors:  Zubaoyi Yi; Yodit Aschenaki; Ryan Daley; Stephen Davick; Abigail Schnaith; Rylee Wander; Dipannita Kalyani
Journal:  J Org Chem       Date:  2017-06-15       Impact factor: 4.354

3.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

4.  Base-Assisted C-H Bond Cleavage in Cross-Coupling: Recent Insights into Mechanism, Speciation, and Cooperativity.

Authors:  Brad P Carrow; Jessica Sampson; Long Wang
Journal:  Isr J Chem       Date:  2019-12-13       Impact factor: 3.333

5.  Fluorenone synthesis by palladacycle-catalyzed sequential reactions of 2-bromobenzaldehydes with arylboronic acids.

Authors:  Tao-Ping Liu; Yuan-Xi Liao; Chun-Hui Xing; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2011-04-11       Impact factor: 6.005

6.  Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future.

Authors:  Louis-Charles Campeau; Nilay Hazari
Journal:  Organometallics       Date:  2018-11-27       Impact factor: 3.876

7.  Base-mediated intermolecular sp2 C-H bond arylation via benzyne intermediates.

Authors:  Thanh Truong; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-03-08       Impact factor: 15.419

8.  Pd(II)-catalyzed olefination of electron-deficient arenes using 2,6-dialkylpyridine ligands.

Authors:  Yang-Hui Zhang; Bing-Feng Shi; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2009-04-15       Impact factor: 15.419

9.  Evolution of C-H Bond Functionalization from Methane to Methodology.

Authors:  John F Hartwig
Journal:  J Am Chem Soc       Date:  2015-12-15       Impact factor: 15.419

10.  Palladium- and copper-catalyzed arylation of carbon-hydrogen bonds.

Authors:  Olafs Daugulis; Hien-Quang Do; Dmitry Shabashov
Journal:  Acc Chem Res       Date:  2009-08-18       Impact factor: 22.384

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