Literature DB >> 25522930

Transition metal catalyzed meta-C-H functionalization of aromatic compounds.

Jiong Yang1.   

Abstract

Direct functionalization of C-H bonds represents a powerful strategy for the synthesis of complex organic compounds due to its inherent efficiency. Among various approaches, transition metal catalyzed direct activation of unreactive C-H bonds is particularly effective for this purpose. However, the development of practical methods for transition metal catalyzed direct C-H functionalization has been challenging. Apart from identifying the reaction conditions that allow the activation of relatively unreactive C-H bonds, these reactions need to be selective, allowing one C-H bond to be differentiated from the rest of the ubiquitous C-H bonds of the compound. Whereas directing group guided, transition metal catalyzed ortho-C-H functionalization of aromatic compounds has seen significant growth in the past few decades, methods for meta-C-H functionalization of arenes have also emerged. This review summarizes approaches for directing group guided, transition metal catalyzed meta-C-H functionalization of aromatic compounds. Some steric-controlled, transition metal catalyzed formal meta-C-H functionalization reactions without coordinating directing groups are also discussed.

Entities:  

Year:  2015        PMID: 25522930     DOI: 10.1039/c4ob02171a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  21 in total

1.  C-H activation: Good things come in threes.

Authors:  Marco Simonetti; Igor Larrosa
Journal:  Nat Chem       Date:  2016-11-22       Impact factor: 24.427

2.  Palladium/Norbornene Cooperative Catalysis.

Authors:  Jianchun Wang; Guangbin Dong
Journal:  Chem Rev       Date:  2019-04-25       Impact factor: 60.622

3.  Ligand-Promoted meta-C-H Functionalization of Benzylamines.

Authors:  Peng Wang; Marcus E Farmer; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-03-30       Impact factor: 15.336

4.  Ligand-Promoted meta-C-H Amination and Alkynylation.

Authors:  Peng Wang; Gen-Cheng Li; Pankaj Jain; Marcus E Farmer; Jian He; Peng-Xiang Shen; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419

5.  meta-Selective C-H Arylation of Fluoroarenes and Simple Arenes.

Authors:  Luo-Yan Liu; Jennifer X Qiao; Kap-Sun Yeung; William R Ewing; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-09       Impact factor: 15.336

6.  Meta-Selective C-H Arylation of Aromatic Alcohols with a Readily Attachable and Cleavable Molecular Scaffold.

Authors:  Qiankun Li; Eric M Ferreira
Journal:  Chemistry       Date:  2017-08-07       Impact factor: 5.236

7.  Room-Temperature Direct β-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway.

Authors:  Chiara Colletto; Saidul Islam; Francisco Juliá-Hernández; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2016-01-28       Impact factor: 15.419

8.  A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta-Arylphenols.

Authors:  Junfei Luo; Sara Preciado; Solomon Olatokunbo Araromi; Igor Larrosa
Journal:  Chem Asian J       Date:  2015-06-25

9.  Pd(II)-catalysed meta-C-H functionalizations of benzoic acid derivatives.

Authors:  Shangda Li; Lei Cai; Huafang Ji; Long Yang; Gang Li
Journal:  Nat Commun       Date:  2016-01-27       Impact factor: 14.919

10.  Ruthenium-Catalyzed meta-Selective C-H Bromination.

Authors:  Christopher J Teskey; Andrew Y W Lui; Michael F Greaney
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-18       Impact factor: 15.336

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