Literature DB >> 22390154

Direct amination of γ-halo-β-ketoesters with anilines.

Yinan Zhang1, Richard B Silverman.   

Abstract

The direct amination of α-haloacetoacetates with anilines is described. Compared to existing methods, this simple protocol provides an attractive strategy to prepare diverse γ-anilino-β-ketoesters in one step. Good to excellent yields of the amination products were obtained under robust conditions, providing versatile and useful scaffolds.

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Year:  2012        PMID： 22390154      PMCID： PMC3321089          DOI： 10.1021/jo300239e

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


  14 in total

1.  An efficient enantioselective fluorination of various beta-ketoesters catalyzed by chiral palladium complexes.

Authors:  Yoshitaka Hamashima; Kenji Yagi; Hisashi Takano; László Tamás; Mikiko Sodeoka
Journal:  J Am Chem Soc       Date:  2002-12-11       Impact factor: 15.419

2.  Arylsulfanyl pyrazolones block mutant SOD1-G93A aggregation. Potential application for the treatment of amyotrophic lateral sclerosis.

Authors:  Tian Chen; Radhia Benmohamed; Anthony C Arvanites; Hantamalala Ralay Ranaivo; Richard I Morimoto; Robert J Ferrante; D Martin Watterson; Donald R Kirsch; Richard B Silverman
Journal:  Bioorg Med Chem       Date:  2010-10-30       Impact factor: 3.641

3.  Ru-catalyzed asymmetric hydrogenation of γ-heteroatom substituted β-keto esters.

Authors:  Weizheng Fan; Wanfang Li; Xin Ma; Xiaoming Tao; Xiaoming Li; Ying Yao; Xiaomin Xie; Zhaoguo Zhang
Journal:  J Org Chem       Date:  2011-10-20       Impact factor: 4.354

4.  Efficient synthesis of optically active atropisomeric anilides through catalytic asymmetric N-arylation reaction.

Authors:  Osamu Kitagawa; Masashi Takahashi; Masatoshi Yoshikawa; Takeo Taguchi
Journal:  J Am Chem Soc       Date:  2005-03-23       Impact factor: 15.419

5.  Cyclohexane 1,3-diones and their inhibition of mutant SOD1-dependent protein aggregation and toxicity in PC12 cells.

Authors:  Wei Zhang; Radhia Benmohamed; Anthony C Arvanites; Richard I Morimoto; Robert J Ferrante; Donald R Kirsch; Richard B Silverman
Journal:  Bioorg Med Chem       Date:  2011-11-30       Impact factor: 3.641

6.  Chemoselective aromatic C-H insertion of α-diazo-β-ketoesters catalyzed by dirhodium(II) carboxylates.

Authors:  Esdrey Rodriguez-Cárdenas; Rocío Sabala; Moisés Romero-Ortega; Aurelio Ortiz; Horacio F Olivo
Journal:  Org Lett       Date:  2011-11-30       Impact factor: 6.005

7.  Synthesis and biological evaluation of novel 5-alkyl-2-arylthio-6-((3,4-dihydroquinolin-1(2H)-yl)methyl)pyrimidin-4(3H)-ones as potent non-nucleoside HIV-1 reverse transcriptase inhibitors.

Authors:  Jing Zhang; Peng Zhan; Jingde Wu; Zhenyu Li; Yan Jiang; Weiying Ge; Christophe Pannecouque; Erik De Clercq; Xinyong Liu
Journal:  Bioorg Med Chem       Date:  2011-05-23       Impact factor: 3.641

8.  Pyrimidine-2,4,6-trione derivatives and their inhibition of mutant SOD1-dependent protein aggregation. Toward a treatment for amyotrophic lateral sclerosis.

Authors:  Guoyao Xia; Radhia Benmohamed; Jinho Kim; Anthony C Arvanites; Richard I Morimoto; Robert J Ferrante; Donald R Kirsch; Richard B Silverman
Journal:  J Med Chem       Date:  2011-03-04       Impact factor: 7.446

9.  ADME-guided design and synthesis of aryloxanyl pyrazolone derivatives to block mutant superoxide dismutase 1 (SOD1) cytotoxicity and protein aggregation: potential application for the treatment of amyotrophic lateral sclerosis.

Authors:  Tian Chen; Radhia Benmohamed; Jinho Kim; Karen Smith; Daniel Amante; Richard I Morimoto; Donald R Kirsch; Robert J Ferrante; Richard B Silverman
Journal:  J Med Chem       Date:  2011-12-22       Impact factor: 7.446

10.  New syntheses of diazo compounds.

Authors:  Gerhard Maas
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336
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  2 in total

1.  Arylazanylpyrazolone derivatives as inhibitors of mutant superoxide dismutase 1 dependent protein aggregation for the treatment of amyotrophic lateral sclerosis.

Authors:  Yinan Zhang; Radhia Benmohamed; He Huang; Tian Chen; Cindy Voisine; Richard I Morimoto; Donald R Kirsch; Richard B Silverman
Journal:  J Med Chem       Date:  2013-03-15       Impact factor: 7.446

2.  A novel synthesis of 1-aryl-3-piperidone derivatives.

Authors:  Yinan Zhang; Richard B Silverman
Journal:  Tetrahedron Lett       Date:  2013-02-06       Impact factor: 2.415
  2 in total

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