Literature DB >> 21992587

Copper(I)-catalyzed three component reaction of sulfonyl azide, alkyne, and nitrone cycloaddition/rearrangement cascades: a novel one-step synthesis of imidazolidin-4-ones.

Kayambu Namitharan1, Kasi Pitchumani.   

Abstract

A novel one-pot azide-alkyne/ketenimine-nitrone cycloaddition sequence that is induced by copper(I) and allows the transformation of sulfonyl azides, alkynes, and nitrones to highly substituted imidazolidin-4-ones is described. The corresponding heterogeneous version utilizing Cu(I)-modified zeolites as recyclable heterogeneous catalysts shows marginally improved yield and diastereoselectivity.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID: 21992587     DOI: 10.1021/ol202164x

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


  3 in total

1.  Unexpected catalytic reactions of silyl-protected enol diazoacetates with nitrile oxides that form 5-arylaminofuran-2(3H)-one-4-carboxylates.

Authors:  Xinfang Xu; Dmitry Shabashov; Peter Y Zavalij; Michael P Doyle
Journal:  Org Lett       Date:  2012-01-24       Impact factor: 6.005

2.  Copper(I)-catalyzed multicomponent reaction providing a new access to fully substituted thiophene derivatives.

Authors:  Bo Jiang; Xing-Jun Tu; Xue Wang; Shu-Jiang Tu; Guigen Li
Journal:  Org Lett       Date:  2014-07-02       Impact factor: 6.005

3.  Diastereoselective synthesis of atropisomeric pyrazolyl pyrrolo[3,4-d]isoxazolidines via pyrazolyl nitrone cycloaddition to facially divergent maleimides: intensive NMR and DFT studies.

Authors:  Awad I Said; Talaat I El-Emary
Journal:  RSC Adv       Date:  2020-01-06       Impact factor: 4.036

  3 in total

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