Literature DB >> 27142086

Highly regioselective meta arylation of oxalyl amide-protected β-arylethylamine via the Catellani reaction.

Jian Han1, Li Zhang, Yan Zhu, Yongxiang Zheng, Xiaolan Chen, Zhi-Bin Huang, Da-Qing Shi, Yingsheng Zhao.   

Abstract

The first bidentate directing group assisted highly selective meta arylation of β-arylethylamine derivatives via palladium/norbornene catalysis is reported, and the range of aryl iodides for the oxalyl amide assisted meta-selective arylation reactions is broadest yet reported. This meta arylation also proceeds well with thiophene derivatives, giving the corresponding products in satisfactory yields. And three-step functionalization of arylethyloxalamide with three different functional groups is successfully performed.

Entities:  

Year:  2016        PMID: 27142086     DOI: 10.1039/c6cc02384c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  13 in total

1.  Palladium/Norbornene Cooperative Catalysis.

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

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

Authors:  Gen-Cheng Li; Peng Wang; Marcus E Farmer; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-09       Impact factor: 15.336

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 Chlorination of Anilines and Phenols.

Authors:  Hang Shi; Peng Wang; Shin Suzuki; Marcus E Farmer; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-11-08       Impact factor: 15.419

5.  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

6.  meta-C-H Arylation and Alkylation of Benzylsulfonamide Enabled by a Palladium(II)/Isoquinoline Catalyst.

Authors:  Guolin Cheng; Peng Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-09       Impact factor: 15.336

7.  Ligand-Enabled meta-Selective C-H Arylation of Nosyl-Protected Phenethylamines, Benzylamines, and 2-Aryl Anilines.

Authors:  Qiuping Ding; Shengqing Ye; Guolin Cheng; Peng Wang; Marcus E Farmer; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-12-23       Impact factor: 15.419

8.  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

9.  Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles.

Authors:  Peng Wang; Marcus E Farmer; Xing Huo; Pankaj Jain; Peng-Xiang Shen; Mette Ishoey; James E Bradner; Steven R Wisniewski; Martin D Eastgate; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-07-19       Impact factor: 15.419

Review 10.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

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