Literature DB >> 11796067

A general and mild copper-catalyzed arylation of diethyl malonate.

Edward J Hennessy1, Stephen L Buchwald.   

Abstract

[reaction: see text] A general method for the synthesis of alpha-aryl malonates is described. The coupling of an aryl iodide and diethyl malonate in the presence of Cs(2)CO(3) and catalytic amounts of copper(I) iodide and 2-phenylphenol affords the alpha-aryl malonate in good to excellent yields. The mild reaction conditions and high levels of functional group compatibility make this an attractive synthetic alternative to previous methods.

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Year:  2002        PMID： 11796067     DOI： 10.1021/ol017038g

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


  8 in total

1.  Copper(I) enolate complexes in α-arylation reactions: synthesis, reactivity, and mechanism.

Authors:  Zheng Huang; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2011-12-08       Impact factor: 15.336

2.  Synthesis of α-Arylphosphonates Using Copper-Catalyzed α-Arylation and Deacylative α-Arylation of β-Ketophosphonates.

Authors:  Laxmidhar Rout; Sridhar Regati; Cong-Gui Zhao
Journal:  Adv Synth Catal       Date:  2011-12-06       Impact factor: 5.837

3.  Catalytic Asymmetric Total Synthesis of (-)-Actinophyllic Acid.

Authors:  Lingchao Cai; Kui Zhang; Ohyun Kwon
Journal:  J Am Chem Soc       Date:  2016-03-04       Impact factor: 15.419

4.  Orthogonal Pd- and Cu-based catalyst systems for C- and N-arylation of oxindoles.

Authors:  Ryan A Altman; Alan M Hyde; Xiaohua Huang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2008-06-28       Impact factor: 15.419

5.  Direct Synthesis of 5-Aryl Barbituric Acids by Rhodium(II)-Catalyzed Reactions of Arenes with Diazo Compounds.

Authors:  Daniel Best; David J Burns; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-05-08       Impact factor: 15.336

6.  A Cu-Catalysed Radical Cross-Dehydrogenative Coupling Approach to Acridanes and Related Heterocycles.

Authors:  Timothy E Hurst; Richard J K Taylor
Journal:  European J Org Chem       Date:  2017-01-06

7.  Discovery of a novel series of potent non-nucleoside inhibitors of hepatitis C virus NS5B.

Authors:  Ryan C Schoenfeld; David L Bourdet; Ken A Brameld; Elbert Chin; Javier de Vicente; Amy Fung; Seth F Harris; Eun K Lee; Sophie Le Pogam; Vincent Leveque; Jim Li; Alfred S-T Lui; Isabel Najera; Sonal Rajyaguru; Michael Sangi; Sandra Steiner; Francisco X Talamas; Joshua P Taygerly; Junping Zhao
Journal:  J Med Chem       Date:  2013-10-10       Impact factor: 7.446

8.  New efficient ligand for sub-mol % copper-catalyzed C-N cross-coupling reactions running under air.

Authors:  Per-Fredrik Larsson; Peter Astvik; Per-Ola Norrby
Journal:  Beilstein J Org Chem       Date:  2012-11-09       Impact factor: 2.883
  8 in total

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