Literature DB >> 31225579

Copper-catalysed borylation of aryl chlorides.

Laura Kuehn1, Mingming Huang1, Udo Radius1, Todd B Marder1.   

Abstract

We report herein the first Cu-catalysed borylation of a wide range of aryl chlorides with different electronic and steric properties using a readily prepared NHC-stabilised Cu catalyst and KOtBu as the base with B2pin2 (pin = pinacolato) as the boron reagent. The aryl chlorides are converted into their corresponding arylboronic esters in good yields. The new procedure shows broad functional group tolerance, and B2neop2 (neop = neopentyl glycolato) can also be applied as the boron reagent.

Entities:  

Year:  2019        PMID: 31225579     DOI: 10.1039/c9ob01244c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  9 in total

Review 1.  Inorganometallics (Transition Metal-Metalloid Complexes) and Catalysis.

Authors:  Bogdan Marciniec; Cezary Pietraszuk; Piotr Pawluć; Hieronim Maciejewski
Journal:  Chem Rev       Date:  2021-12-30       Impact factor: 60.622

2.  NHC induced radical formation via homolytic cleavage of B-B bonds and its role in organic reactions.

Authors:  Laura Kuehn; Ludwig Zapf; Luis Werner; Martin Stang; Sabrina Würtemberger-Pietsch; Ivo Krummenacher; Holger Braunschweig; Emmanuel Lacôte; Todd B Marder; Udo Radius
Journal:  Chem Sci       Date:  2022-06-07       Impact factor: 9.969

3.  Copper-Mediated Late-stage Radiofluorination: Five Years of Impact on Pre-clinical and Clinical PET Imaging.

Authors:  Jay S Wright; Tanpreet Kaur; Sean Preshlock; Sean S Tanzey; Wade P Winton; Liam S Sharninghausen; Nicholas Wiesner; Allen F Brooks; Melanie S Sanford; Peter J H Scott
Journal:  Clin Transl Imaging       Date:  2020-05-26

4.  Computational understanding of catalyst-controlled borylation of fluoroarenes: directed vs. undirected pathway.

Authors:  Yu-Hua Liu; Zhong-Jie Jiang
Journal:  RSC Adv       Date:  2020-05-21       Impact factor: 4.036

5.  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

6.  Copper-Catalyzed Borylation of Acyl Chlorides with an Alkoxy Diboron Reagent: A Facile Route to Acylboron Compounds.

Authors:  Xiaolei Zhang; Alexandra Friedrich; Todd B Marder
Journal:  Chemistry       Date:  2022-06-13       Impact factor: 5.020

7.  A novel procedure for the synthesis of borylated quinolines and its application in the development of potential boron-based homeodomain interacting protein kinase 2 (HIPK2) inhibitors.

Authors:  Bhaskar C Das; Pratik Yadav; Sasmita Das; John Cijiang He
Journal:  RSC Adv       Date:  2022-08-25       Impact factor: 4.036

8.  Copper-Catalyzed Oxidative Cross-Coupling of Electron-Deficient Polyfluorophenylboronate Esters with Terminal Alkynes.

Authors:  Zhiqiang Liu; Yudha P Budiman; Ya-Ming Tian; Alexandra Friedrich; Mingming Huang; Stephen A Westcott; Udo Radius; Todd B Marder
Journal:  Chemistry       Date:  2020-11-09       Impact factor: 5.236

9.  Aerobic Visible-Light-Driven Borylation of Heteroarenes in a Gel Nanoreactor.

Authors:  Jorge C Herrera-Luna; David Díaz Díaz; Alex Abramov; Susana Encinas; M Consuelo Jiménez; Raúl Pérez-Ruiz
Journal:  Org Lett       Date:  2021-03-02       Impact factor: 6.005

  9 in total

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