Literature DB >> 30011106

Direct Cross-Coupling of Allylic C(sp3 )-H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis.

Long Huang1, Magnus Rueping1,2.   

Abstract

An efficient protocol for the direct allylic C(sp3 )-H bond activation of unactivated tri- and tetrasubstituted alkenes and their functionalization with aryl- and vinylbromides by nickel and visible-light photocatalysis has been developed. The method allows C(sp2 )-C(sp3 ) formation under mild reaction conditions with good functional-group tolerance and excellent regioselectivity.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; alkenes; allylic compounds; nickel; photocatalysis

Year:  2018        PMID： 30011106     DOI： 10.1002/anie.201805118

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


  11 in total

1.  Three-component carboacylation of alkenes via cooperative nickelaphotoredox catalysis.

Authors:  Dingyi Wang; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

2.  Mechanistic insights into photochemical nickel-catalyzed cross-couplings enabled by energy transfer.

Authors:  Rajesh Kancherla; Krishnamoorthy Muralirajan; Bholanath Maity; Safakath Karuthedath; Gadde Sathish Kumar; Frédéric Laquai; Luigi Cavallo; Magnus Rueping
Journal:  Nat Commun       Date:  2022-05-18       Impact factor: 17.694

3.  Synthetic and Mechanistic Implications of Chlorine Photoelimination in Nickel/Photoredox C(sp3)-H Cross-Coupling.

Authors:  Stavros K Kariofillis; Abigail G Doyle
Journal:  Acc Chem Res       Date:  2021-01-29       Impact factor: 22.384

Review 4.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

5.  Cascade Cross-Coupling of Dienes: Photoredox and Nickel Dual Catalysis.

Authors:  Long Huang; Chen Zhu; Liang Yi; Huifeng Yue; Rajesh Kancherla; Magnus Rueping
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-28       Impact factor: 15.336

6.  Metal-free allylic C-H nitrogenation, oxygenation, and carbonation of alkenes by thianthrenation.

Authors:  Ming-Shang Liu; Hai-Wu Du; Wei Shu
Journal:  Chem Sci       Date:  2021-12-20       Impact factor: 9.825

7.  Ligand-field transition-induced C-S bond formation from nickelacycles.

Authors:  Jeongcheol Shin; Jiseon Lee; Jong-Min Suh; Kiyoung Park
Journal:  Chem Sci       Date:  2021-11-10       Impact factor: 9.825

8.  The Merger of Benzophenone HAT Photocatalysis and Silyl Radical-Induced XAT Enables Both Nickel-Catalyzed Cross-Electrophile Coupling and 1,2-Dicarbofunctionalization of Olefins.

Authors:  Alberto Luridiana; Daniele Mazzarella; Luca Capaldo; Juan A Rincón; Pablo García-Losada; Carlos Mateos; Michael O Frederick; Manuel Nuño; Wybren Jan Buma; Timothy Noël
Journal:  ACS Catal       Date:  2022-09-01       Impact factor: 13.700

Review 9.  When metal-catalyzed C-H functionalization meets visible-light photocatalysis.

Authors:  Lucas Guillemard; Joanna Wencel-Delord
Journal:  Beilstein J Org Chem       Date:  2020-07-21       Impact factor: 2.883

10.  Regioselective Hydroalkylation and Arylalkylation of Alkynes by Photoredox/Nickel Dual Catalysis: Application and Mechanism.

Authors:  Huifeng Yue; Chen Zhu; Rajesh Kancherla; Fangying Liu; Magnus Rueping
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-03       Impact factor: 15.336
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