Literature DB >> 28562032

Copper-Catalyzed Arylation of Benzylic C-H bonds with Alkylarenes as the Limiting Reagents.

Wen Zhang1, Pinhong Chen1, Guosheng Liu1.   

Abstract

A novel copper-catalyzed arylation of benzylic C-H bonds with nucleophilic arylboronic acids has been developed that provides an efficient way to synthesize various 1,1-diarylalkanes with a broad substrate scope and excellent functional group compatibility. The reactions occur at room temperature using alkylarenes as the limiting reagents, which allows access to the arylation of the more valuable and complex bioactive compounds.

Entities:  

Year:  2017        PMID: 28562032     DOI: 10.1021/jacs.7b03781

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


  18 in total

1.  Cu-Catalyzed Site-Selective Benzylic Chlorination Enabling Net C-H Coupling with Oxidatively Sensitive Nucleophiles.

Authors:  Marco A Lopez; Joshua A Buss; Shannon S Stahl
Journal:  Org Lett       Date:  2021-12-29       Impact factor: 6.005

2.  Chiral piperidines from acyclic amines via enantioselective, radical-mediated δ C-H cyanation.

Authors:  Zuxiao Zhang; Xin Zhang; David A Nagib
Journal:  Chem       Date:  2019-10-17       Impact factor: 22.804

3.  Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis.

Authors:  Laura K G Ackerman; Jesus I Martinez Alvarado; Abigail G Doyle
Journal:  J Am Chem Soc       Date:  2018-10-16       Impact factor: 15.419

4.  Site-Selective Copper-Catalyzed Azidation of Benzylic C-H Bonds.

Authors:  Sung-Eun Suh; Si-Jie Chen; Mukunda Mandal; Ilia A Guzei; Christopher J Cramer; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2020-06-23       Impact factor: 15.419

5.  Copper-Catalyzed Functionalization of Benzylic C-H Bonds with N-Fluorobenzenesulfonimide: Switch from C-N to C-F Bond Formation Promoted by a Redox Buffer and Brønsted Base.

Authors:  Joshua A Buss; Aristidis Vasilopoulos; Dung L Golden; Shannon S Stahl
Journal:  Org Lett       Date:  2020-07-29       Impact factor: 6.005

6.  Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles.

Authors:  Aristidis Vasilopoulos; Dung L Golden; Joshua A Buss; Shannon S Stahl
Journal:  Org Lett       Date:  2020-07-29       Impact factor: 6.005

7.  Synthesis of 1,1'-Diarylethanes and Related Systems by Displacement of Trichloroacetimidates with Trimethylaluminum.

Authors:  Nivedita S Mahajani; John D Chisholm
Journal:  J Org Chem       Date:  2018-03-08       Impact factor: 4.354

8.  Nickel catalysis enables convergent paired electrolysis for direct arylation of benzylic C-H bonds.

Authors:  Lei Zhang; Xile Hu
Journal:  Chem Sci       Date:  2020-04-27       Impact factor: 9.825

9.  Efficient cleavage of tertiary amide bonds via radical-polar crossover using a copper(ii) bromide/Selectfluor hybrid system.

Authors:  Zhe Wang; Akira Matsumoto; Keiji Maruoka
Journal:  Chem Sci       Date:  2020-10-14       Impact factor: 9.825

10.  Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents.

Authors:  Baosheng Wei; Qianyi Ren; Thomas Bein; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-17       Impact factor: 15.336

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