Literature DB >> 24527701

Cu(II)-mediated C-H amidation and amination of arenes: exceptional compatibility with heterocycles.

Ming Shang1, Shang-Zheng Sun, Hui-Xiong Dai, Jin-Quan Yu.   

Abstract

A Cu(OAc)2-mediated C-H amidation and amination of arenes and heteroarenes has been developed using a readily removable directing group. A wide range of sulfonamides, amides, and anilines function as amine donors in this reaction. Heterocycles present in both reactants are tolerated, making this a broadly applicable method for the synthesis of a family of inhibitors including 2-benzamidobenzoic acids and N-phenylaminobenzoates.

Entities:  

Year:  2014        PMID： 24527701     DOI： 10.1021/ja412880r

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


  19 in total

1.  Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds.

Authors:  Kyle Clagg; Haiyun Hou; Adam B Weinstein; David Russell; Shannon S Stahl; Stefan G Koenig
Journal:  Org Lett       Date:  2016-07-12       Impact factor: 6.005

2.  Ir-Catalyzed Intermolecular Branch-Selective Allylic C-H Amidation of Unactivated Terminal Olefins.

Authors:  Honghui Lei; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2019-02-04       Impact factor: 15.419

3.  Non-directed aromatic C-H amination: catalytic and mechanistic studies enabled by Pd catalyst and reagent design.

Authors:  H M D Bandara; D Jin; M A Mantell; K D Field; A Wang; R P Narayanan; N A Deskins; M H Emmert
Journal:  Catal Sci Technol       Date:  2016-03-24       Impact factor: 6.119

4.  Bidentate, monoanionic auxiliary-directed functionalization of carbon-hydrogen bonds.

Authors:  Olafs Daugulis; James Roane; Ly Dieu Tran
Journal:  Acc Chem Res       Date:  2015-03-10       Impact factor: 22.384

5.  A General Method for Aminoquinoline-Directed, Copper-Catalyzed sp(2) C-H Bond Amination.

Authors:  James Roane; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2016-03-18       Impact factor: 15.419

6.  Recent Advances in the C-H-Functionalization of the Distal Positions in Pyridines and Quinolines.

Authors:  David E Stephens; Oleg V Larionov
Journal:  Tetrahedron       Date:  2015-08-19       Impact factor: 2.457

7.  N-Aminopyridinium Ylide-Directed, Copper-Promoted Amination of sp2 C-H Bonds.

Authors:  Se Hun Kwak; Olafs Daugulis
Journal:  J Org Chem       Date:  2019-09-10       Impact factor: 4.354

8.  A mild, ferrocene-catalyzed C-H imidation of (hetero)arenes.

Authors:  Klement Foo; Eran Sella; Isabelle Thomé; Martin D Eastgate; Phil S Baran
Journal:  J Am Chem Soc       Date:  2014-03-31       Impact factor: 15.419

Review 9.  Recent advances in copper-catalyzed C-H bond amidation.

Authors:  Jie-Ping Wan; Yanfeng Jing
Journal:  Beilstein J Org Chem       Date:  2015-11-17       Impact factor: 2.883

10.  Introducing unactivated acyclic internal aliphatic olefins into a cobalt catalyzed allylic selective dehydrogenative Heck reaction.

Authors:  Soham Maity; Pravas Dolui; Rajesh Kancherla; Debabrata Maiti
Journal:  Chem Sci       Date:  2017-05-16       Impact factor: 9.825
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