Literature DB >> 24597742

Copper-catalyzed oxyazidation of unactivated alkenes: a facile synthesis of isoxazolines featuring an azido substituent.

Liping Zhu1, Hongmei Yu, Zhaoqing Xu, Xianxing Jiang, Li Lin, Rui Wang.   

Abstract

A novel and efficient Cu(OAc)2-catalyzed oxyazidation of unactivated alkenes was developed. The reactions are easy to conduct, occur under mild conditions, and form azido-substituted isoxazolines in good yields.

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Year:  2014        PMID： 24597742     DOI： 10.1021/ol403687k

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


  7 in total

1.  Copper-Catalyzed Alkene Aminoazidation as a Rapid Entry to 1,2-Diamines and Installation of an Azide Reporter onto Azahetereocycles.

Authors:  Kun Shen; Qiu Wang
Journal:  J Am Chem Soc       Date:  2017-09-05       Impact factor: 15.419

2.  Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes.

Authors:  Rong Zhu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-06-23       Impact factor: 15.419

3.  Three-Component Azidation of Styrene-Type Double Bonds: Light-Switchable Behavior of a Copper Photoredox Catalyst.

Authors:  Gabriele Fumagalli; Pauline T G Rabet; Scott Boyd; Michael F Greaney
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-26       Impact factor: 15.336

Review 4.  Metal-Catalysed Azidation of Organic Molecules.

Authors:  Monalisa Goswami; Bas de Bruin
Journal:  European J Org Chem       Date:  2016-12-22

5.  Hypervalent iodine-mediated Ritter-type amidation of terminal alkenes: The synthesis of isoxazoline and pyrazoline cores.

Authors:  Sang Won Park; Soong-Hyun Kim; Jaeyoung Song; Ga Young Park; Darong Kim; Tae-Gyu Nam; Ki Bum Hong
Journal:  Beilstein J Org Chem       Date:  2018-05-11       Impact factor: 2.883

Review 6.  Oxime radicals: generation, properties and application in organic synthesis.

Authors:  Igor B Krylov; Stanislav A Paveliev; Alexander S Budnikov; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2020-06-05       Impact factor: 2.883

7.  Iminoxyl radicals vs. tert-butylperoxyl radical in competitive oxidative C-O coupling with β-dicarbonyl compounds. Oxime ether formation prevails over Kharasch peroxidation.

Authors:  I B Krylov; S A Paveliev; N S Shumakova; M A Syroeshkin; B N Shelimov; G I Nikishin; A O Terent'ev
Journal:  RSC Adv       Date:  2018-02-05       Impact factor: 3.361
  7 in total

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