Literature DB >> 24840629

Silver-mediated radical cyclization: construction of Δ(2)-isoxazolines from α-halo ketoximes and 1,3-dicarbonyl compounds.

Yan-Yun Liu1, Xu-Heng Yang, Ji Yang, Ren-Jie Song, Jin-Heng Li.   

Abstract

A novel route to Δ(2)-isoxazolines is presented via silver-mediated radical cyclization of α-halo ketoximes with 1,3-dicarbonyl compounds. This method is performed using a radical strategy, and represents a new example of silver-initiated generation of oxime radicals for the formation of the C(sp(3))-O bonds.

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Year:  2014        PMID: 24840629     DOI: 10.1039/c4cc02084g

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


  3 in total

Review 1.  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

2.  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

Review 3.  Conjugated nitrosoalkenes as Michael acceptors in carbon-carbon bond forming reactions: a review and perspective.

Authors:  Yaroslav Dmitrievich Boyko; Valentin Sergeevich Dorokhov; Alexey Yu Sukhorukov; Sema Leibovich Ioffe
Journal:  Beilstein J Org Chem       Date:  2017-10-23       Impact factor: 2.883

  3 in total

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