Literature DB >> 16119965

Palladium-catalyzed alkylation-hydride reduction sequence: synthesis of meta-substituted arenes.

Thorsten Wilhelm1, Mark Lautens.   

Abstract

A new three-component, palladium-catalyzed domino reaction which gives access to meta-substituted arenes using aryl iodides and primary alkyl halides is reported. Various functional groups are tolerated on both the aryl iodide and alkyl halide. In addition, isotopic labeling studies provide insight into the mechanism of this Catellani-type reaction. [reaction: see text]

Entities:  

Year:  2005        PMID: 16119965     DOI: 10.1021/ol051628n

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


  8 in total

1.  Ligand-Enabled Meta-C-H Alkylation and Arylation Using a Modified Norbornene.

Authors:  Peng-Xiang Shen; Xiao-Chen Wang; Peng Wang; Ru-Yi Zhu; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-09-03       Impact factor: 15.419

2.  Palladium/Norbornene Cooperative Catalysis.

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

3.  Selective cross-coupling of organic halides with allylic acetates.

Authors:  Lukiana L Anka-Lufford; Michael R Prinsell; Daniel J Weix
Journal:  J Org Chem       Date:  2012-11-06       Impact factor: 4.354

4.  Modular ipso/ ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhe Dong; Gang Lu; Jianchun Wang; Peng Liu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2018-06-27       Impact factor: 15.419

5.  Entry to 1,2,3,4-Tetrasubstituted Arenes through Addressing the "Meta Constraint" in the Palladium/Norbornene Catalysis.

Authors:  Jianchun Wang; Yun Zhou; Xiaolong Xu; Peng Liu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2020-01-30       Impact factor: 15.419

6.  Unexpected ortho-Heck Reaction under the Catellani Conditions.

Authors:  Alexander J Rago; Guangbin Dong
Journal:  Org Lett       Date:  2020-04-02       Impact factor: 6.005

7.  Ruthenium(II)-catalysed remote C-H alkylations as a versatile platform to meta-decorated arenes.

Authors:  Jie Li; Korkit Korvorapun; Suman De Sarkar; Torben Rogge; David J Burns; Svenja Warratz; Lutz Ackermann
Journal:  Nat Commun       Date:  2017-06-09       Impact factor: 14.919

8.  Modular and regioselective synthesis of all-carbon tetrasubstituted olefins enabled by an alkenyl Catellani reaction.

Authors:  Jianchun Wang; Zhe Dong; Cheng Yang; Guangbin Dong
Journal:  Nat Chem       Date:  2019-11-18       Impact factor: 24.427

  8 in total

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