Literature DB >> 28485900

Ligand-Enabled Auxiliary-Free meta-C-H Arylation of Phenylacetic Acids.

Gen-Cheng Li1, Peng Wang1, Marcus E Farmer1, Jin-Quan Yu1.   

Abstract

The meta-C-H arylation of free phenylacetic acid was realized using 2-carbomethoxynorbornene (NBE-CO2 Me) as a transient mediator. Both the modified norbornene and the mono-protected 3-amino-2-hydroxypyridine type ligand are crucial for this auxiliary-free meta-C-H arylation reaction. A series of phenylacetic acids, including mandelic acid and phenylglycine, react smoothly with various aryl iodides to provide the meta-arylated products in high yields.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; arylation; homogeneous catalysis; norbonenes; phenylacetic acid

Mesh：

Substances：

Year:  2017        PMID： 28485900      PMCID： PMC5535739          DOI： 10.1002/anie.201702686

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


  32 in total

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Authors:  Zhe Dong; Jianchun Wang; Guangbin Dong
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Journal:  Nature       Date:  2015-03-09       Impact factor: 49.962

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Authors:  Nicola Della Ca'; Marco Fontana; Elena Motti; Marta Catellani
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8.  Two methods for direct ortho-arylation of benzoic acids.

Authors:  Hendrich A Chiong; Quynh-Nhu Pham; Olafs Daugulis
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  14 in total

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4.  Ligand-Enabled β-C(sp3)-H Olefination of Free Carboxylic Acids.

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5.  RhodiumIII-catalyzed remote difunctionalization of arenes assisted by a relay directing group.

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6.  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

7.  PdII -Catalyzed Enantioselective C(sp3 )-H Arylation of Cyclobutyl Ketones Using a Chiral Transient Directing Group.

Authors:  Li-Jun Xiao; Kai Hong; Fan Luo; Liang Hu; William R Ewing; Kap-Sun Yeung; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-01       Impact factor: 15.336

8.  Ligand-Enabled Pd(II)-Catalyzed C(sp3)-H Lactonization Using Molecular Oxygen as Oxidant.

Authors:  Shaoqun Qian; Zi-Qi Li; Minyan Li; Steven R Wisniewski; Jennifer X Qiao; Jeremy M Richter; William R Ewing; Martin D Eastgate; Jason S Chen; Jin-Quan Yu
Journal:  Org Lett       Date:  2020-04-24       Impact factor: 6.005

9.  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

10.  Palladium(II)-Catalyzed Selective Arylation of Tertiary C-H Bonds of Cyclobutylmethyl Ketones Using Transient Directing Groups.

Authors:  Jin-Tang Cheng; Li-Jun Xiao; Shao-Qun Qian; Zhe Zhuang; An Liu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-09       Impact factor: 16.823
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