Literature DB >> 31241086

Gold redox catalysis for cyclization/arylation of allylic oximes: synthesis of isoxazoline derivatives.

Abiola Azeez Jimoh1, Seyedmorteza Hosseyni, Xiaohan Ye, Lukasz Wojtas, Yong Hu, Xiaodong Shi.   

Abstract

Base-assisted diazonium activation has been employed to promote gold(i)/(iii) redox catalysis toward allylic oxime cyclization/aryl coupling. Functional isoxazolines were prepared with good to excellent yields, while the alternative photoactivation method provided trace amounts of the isoxazoline products. This study further broadens the scope of gold redox chemistry.

Entities:  

Year:  2019        PMID： 31241086      PMCID： PMC6641983          DOI： 10.1039/c9cc02830g

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


  55 in total

1.  Homogeneous gold catalysis beyond assumptions and proposals--characterized intermediates.

Authors:  A Stephen K Hashmi
Journal:  Angew Chem Int Ed Engl       Date:  2010-07-19       Impact factor: 15.336

2.  Synthesis of 2-isoxazolines: enantioselective and racemic methods based on conjugate additions of oximes.

Authors:  Antti Pohjakallio; Petri M Pihko; Ulla M Laitinen
Journal:  Chemistry       Date:  2010-10-04       Impact factor: 5.236

3.  Gold catalysis.

Authors:  A Stephen K Hashmi; Graham J Hutchings
Journal:  Angew Chem Int Ed Engl       Date:  2006-12-04       Impact factor: 15.336

Review 4.  Relativistic effects in homogeneous gold catalysis.

Authors:  David J Gorin; F Dean Toste
Journal:  Nature       Date:  2007-03-22       Impact factor: 49.962

5.  Gold-catalyzed homogeneous oxidative cross-coupling reactions.

Authors:  Guozhu Zhang; Yu Peng; Li Cui; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  Palladium-catalyzed oxime assisted intramolecular dioxygenation of alkenes with 1 atm of air as the sole oxidant.

Authors:  Ming-Kui Zhu; Jun-Feng Zhao; Teck-Peng Loh
Journal:  J Am Chem Soc       Date:  2010-05-12       Impact factor: 15.419

7.  Transition metal catalyzed cycloisomerizations of 1,n-allenynes and -allenenes.

Authors:  Corinne Aubert; Louis Fensterbank; Pierre Garcia; Max Malacria; Antoine Simonneau
Journal:  Chem Rev       Date:  2011-03-09       Impact factor: 60.622

8.  O-alkenyl hydroxylamines: a new concept for cyclofunctionalization.

Authors:  Roderick W Bates; Kanicha Sa-Ei
Journal:  Org Lett       Date:  2002-11-28       Impact factor: 6.005

Review 9.  Ligand effects in homogeneous Au catalysis.

Authors:  David J Gorin; Benjamin D Sherry; F Dean Toste
Journal:  Chem Rev       Date:  2008-07-25       Impact factor: 60.622

10.  Pd-catalyzed carboetherification of beta,gamma-unsaturated oximes: a novel approach to Delta2-isoxazolines.

Authors:  Dahong Jiang; Jinsong Peng; Yuanwei Chen
Journal:  Org Lett       Date:  2008-04-08       Impact factor: 6.005
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  3 in total

1.  Gold Redox Catalysis with a Selenium Cation as a Mild Oxidant.

Authors:  Jin Wang; Chiyu Wei; Xuming Li; Pengyi Zhao; Chuan Shan; Lukasz Wojtas; Hao Chen; Xiaodong Shi
Journal:  Chemistry       Date:  2020-04-14       Impact factor: 5.236

2.  Homogeneous Gold Redox Chemistry: Organometallics, Catalysis, and Beyond.

Authors:  Banruo Huang; Mingyou Hu; F Dean Toste
Journal:  Trends Chem       Date:  2020-06-02

3.  [2 + 2 + 1] Cycloaddition of N-tosylhydrazones, tert-butyl nitrite and alkenes: a general and practical access to isoxazolines.

Authors:  Liang Ma; Feng Jin; Xionglve Cheng; Suyan Tao; Gangzhong Jiang; Xingxing Li; Jinwei Yang; Xiaoguang Bao; Xiaobing Wan
Journal:  Chem Sci       Date:  2021-06-22       Impact factor: 9.825
  3 in total

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