Literature DB >> 31721412

Photoinduced Radical Borylation of Alkyl Bromides Catalyzed by 4-Phenylpyridine.

Li Zhang1, Zhong-Qian Wu1, Lei Jiao1.   

Abstract

Utilizing pyridine catalysis, we developed a visible-light-induced transition-metal-free radical borylation reaction of unactivated alkyl bromides that features a broad substrate scope and mild reaction conditions. Mechanistic studies revealed a novel nucleophilic substitution/photoinduced radical formation pathway, which could be utilized to trigger a variety of radical processes.
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkylboronates; borylation; organocatalysis; photochemistry; radical reactions

Year:  2019        PMID: 31721412     DOI: 10.1002/anie.201912564

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  5 in total

1.  Electrochemical borylation of carboxylic acids.

Authors:  Lisa M Barton; Longrui Chen; Donna G Blackmond; Phil S Baran
Journal:  Proc Natl Acad Sci U S A       Date:  2021-08-24       Impact factor: 11.205

2.  Metal-free thermal organocatalytic pinacol coupling of arylaldehydes using an isonicotinate catalyst with bis(pinacolato)diboron.

Authors:  Masamichi Yasui; Kengo Hanaya; Takeshi Sugai; Shuhei Higashibayashi
Journal:  RSC Adv       Date:  2021-07-14       Impact factor: 4.036

3.  Base-Mediated Radical Borylation of Alkyl Sulfones.

Authors:  Mingming Huang; Jiefeng Hu; Ivo Krummenacher; Alexandra Friedrich; Holger Braunschweig; Stephen A Westcott; Udo Radius; Todd B Marder
Journal:  Chemistry       Date:  2021-11-29       Impact factor: 5.020

4.  Selective, Transition Metal-free 1,2-Diboration of Alkyl Halides, Tosylates, and Alcohols.

Authors:  Mingming Huang; Jiefeng Hu; Shasha Shi; Alexandra Friedrich; Johannes Krebs; Stephen A Westcott; Udo Radius; Todd B Marder
Journal:  Chemistry       Date:  2022-03-19       Impact factor: 5.020

5.  Generation of non-stabilized alkyl radicals from thianthrenium salts for C-B and C-C bond formation.

Authors:  Cheng Chen; Zheng-Jun Wang; Hongjian Lu; Yue Zhao; Zhuangzhi Shi
Journal:  Nat Commun       Date:  2021-07-26       Impact factor: 14.919

  5 in total

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