Literature DB >> 23767852

TEMPO-mediated aliphatic C-H oxidation with oximes and hydrazones.

Xu Zhu1, Yi-Feng Wang, Wei Ren, Feng-Lian Zhang, Shunsuke Chiba.   

Abstract

A method for aliphatic C-H bond oxidation of oximes and hydrazones mediated by 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO) has been developed, which enables the concise assembly of substituted isoxazole and pyrazole skeletons.

Entities:  

Year:  2013        PMID: 23767852     DOI: 10.1021/ol4014969

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


  7 in total

Review 1.  Complementary Strategies for Directed C(sp3 )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.

Authors:  John C K Chu; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-05       Impact factor: 15.336

Review 2.  Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

Authors:  Kitae Kwon; R Thomas Simons; Meganathan Nandakumar; Jennifer L Roizen
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 60.622

3.  Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

Authors:  Leah M Stateman; Kohki M Nakafuku; David A Nagib
Journal:  Synthesis (Stuttg)       Date:  2018-02-12       Impact factor: 3.157

Review 4.  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

5.  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

6.  Catalytic N-radical cascade reaction of hydrazones by oxidative deprotonation electron transfer and TEMPO mediation.

Authors:  Xiao-Qiang Hu; Xiaotian Qi; Jia-Rong Chen; Quan-Qing Zhao; Qiang Wei; Yu Lan; Wen-Jing Xiao
Journal:  Nat Commun       Date:  2016-04-06       Impact factor: 14.919

7.  Chemo- and regioselective oxygenation of C(sp3)-H bonds in aliphatic alcohols using a covalently bound directing activator and atmospheric oxygen.

Authors:  Jun Ozawa; Masayuki Tashiro; Jizhi Ni; Kounosuke Oisaki; Motomu Kanai
Journal:  Chem Sci       Date:  2015-11-27       Impact factor: 9.825

  7 in total

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