Literature DB >> 17432916

A beta-keto ester as a novel, efficient, and versatile ligand for copper(I)-catalyzed C-N, C-O, and C-S coupling reactions.

Xin Lv1, Weiliang Bao.   

Abstract

Employing ethyl 2-oxocyclohexanecarboxylate as a novel, efficient, and versatile ligand, the copper-catalyzed coupling reactions of various N/O/S nucleophilic reagents with aryl halides could be successfully carried out under mild conditions. A variety of products including N-arylamides, N-arylimidazoles, aryl ethers, and aryl thioethers were synthesized in good to excellent yields.

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Year:  2007        PMID: 17432916     DOI: 10.1021/jo070443m

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  20 in total

1.  Structure-based design, synthesis, and biological evaluation of lipophilic-tailed monocationic inhibitors of neuronal nitric oxide synthase.

Authors:  Fengtian Xue; Jinwen Huang; Haitao Ji; Jianguo Fang; Huiying Li; Pavel Martásek; Linda J Roman; Thomas L Poulos; Richard B Silverman
Journal:  Bioorg Med Chem       Date:  2010-07-01       Impact factor: 3.641

2.  Design, synthesis, and molecular modeling of novel pyrido[2,3-d]pyrimidine analogues as antifolates; application of Buchwald-Hartwig aminations of heterocycles.

Authors:  Aleem Gangjee; Ojas A Namjoshi; Sudhir Raghavan; Sherry F Queener; Roy L Kisliuk; Vivian Cody
Journal:  J Med Chem       Date:  2013-05-21       Impact factor: 7.446

3.  Diamine Ligands in Copper-Catalyzed Reactions.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2010       Impact factor: 9.825

4.  Multicomponent, Mannich-type assembly process for generating novel, biologically-active 2-arylpiperidines and derivatives.

Authors:  Simon Hardy; Stephen F Martin
Journal:  Tetrahedron       Date:  2014-10-07       Impact factor: 2.457

5.  Enantioselective cyanation of benzylic C-H bonds via copper-catalyzed radical relay.

Authors:  Wen Zhang; Fei Wang; Scott D McCann; Dinghai Wang; Pinhong Chen; Shannon S Stahl; Guosheng Liu
Journal:  Science       Date:  2016-09-02       Impact factor: 47.728

6.  Cu-catalyzed arylation of phenols: synthesis of sterically hindered and heteroaryl diaryl ethers.

Authors:  Debabrata Maiti; Stephen L Buchwald
Journal:  J Org Chem       Date:  2010-03-05       Impact factor: 4.354

7.  C-O bond Formation in a Microfluidic Reactor: High Yield SNAr Substitution of Heteroaryl Chlorides.

Authors:  Mohammad Parvez Alam; Barbara Jagodzinska; Jesus Campagna; Patricia Spilman; Varghese John
Journal:  Tetrahedron Lett       Date:  2016-05-11       Impact factor: 2.415

8.  Cu(II) complex of pyridine-based polydentate as a novel, efficient, and highly reusable catalyst in C-N bond-forming reaction.

Authors:  Hashem Sharghi; Saeideh Sepehri; Mahdi Aberi
Journal:  Mol Divers       Date:  2017-06-26       Impact factor: 2.943

9.  Copper(I) phenoxide complexes in the etherification of aryl halides.

Authors:  Jesse W Tye; Zhiqiang Weng; Ramesh Giri; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2010-03-15       Impact factor: 15.336

10.  Synthesis of Copper(I) Thiolate Complexes in the Thioetherification of Aryl Halides.

Authors:  Chaohuang Chen; Zhiqiang Weng; John F Hartwig
Journal:  Organometallics       Date:  2012-10-04       Impact factor: 3.876

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