Literature DB >> 27472556

Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Alkyl Bromides: Et3N as the Terminal Reductant.

Zhengli Duan1, Wu Li1, Aiwen Lei1.   

Abstract

Reductive cross-coupling has emerged as a direct method for the construction of carbon-carbon bonds. Most cobalt-, nickel-, and palladium-catalyzed reductive cross-coupling reactions to date are limited to stoichiometric Mn(0) or Zn(0) as the reductant. One nickel-catalyzed cross-coupling paradigm using Et3N as the terminal reductant is reported. By using this photoredox catalysis and nickel catalysis approach, a direct Csp(2)-Csp(3) reductive cross-coupling of aryl bromides with alkyl bromides is achieved under mild conditions without stoichiometric metal reductants.

Entities:  

Year:  2016        PMID: 27472556     DOI: 10.1021/acs.orglett.6b01837

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


  18 in total

1.  Enantioselective Electroreductive Coupling of Alkenyl and Benzyl Halides via Nickel Catalysis.

Authors:  Travis J DeLano; Sarah E Reisman
Journal:  ACS Catal       Date:  2019-07-25       Impact factor: 13.084

2.  Tunable and Practical Homogeneous Organic Reductants for Cross-Electrophile Coupling.

Authors:  David J Charboneau; Haotian Huang; Emily L Barth; Cameron C Germe; Nilay Hazari; Brandon Q Mercado; Mycah R Uehling; Susan L Zultanski
Journal:  J Am Chem Soc       Date:  2021-11-30       Impact factor: 15.419

Review 3.  Alkyl Carbon-Carbon Bond Formation by Nickel/Photoredox Cross-Coupling.

Authors:  John A Milligan; James P Phelan; Shorouk O Badir; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-27       Impact factor: 15.336

4.  Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis.

Authors:  Shorouk O Badir; Jaehoon Sim; Katelyn Billings; Adam Csakai; Xuange Zhang; Weizhe Dong; Gary A Molander
Journal:  Org Lett       Date:  2020-01-15       Impact factor: 6.005

5.  Developments in Photoredox/Nickel Dual-Catalyzed 1,2-Difunctionalizations.

Authors:  Shorouk O Badir; Gary A Molander
Journal:  Chem       Date:  2020-06-11       Impact factor: 22.804

6.  Synthesis of C6-Substituted Purine Nucleoside Analogues via Late-Stage Photoredox/Nickel Dual Catalytic Cross-Coupling.

Authors:  James J Perkins; Valerie W Shurtleff; Alayna M Johnson; Abdellatif El Marrouni
Journal:  ACS Med Chem Lett       Date:  2021-03-08       Impact factor: 4.345

7.  Developments in Photoredox-Mediated Alkylation for DNA-Encoded Libraries.

Authors:  Shivani Patel; Shorouk O Badir; Gary A Molander
Journal:  Trends Chem       Date:  2020-12-29

8.  Formate-Mediated Cross-Electrophile Reductive Coupling of Aryl Iodides and Bromopyridines.

Authors:  Leyah A Schwartz; Kim Spielmann; Robert A Swyka; Ming Xiang; Michael J Krische
Journal:  Isr J Chem       Date:  2020-10-15       Impact factor: 3.333

9.  Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp3)-H activation.

Authors:  Zhuo Wu; Hang Jiang; Yanghui Zhang
Journal:  Chem Sci       Date:  2021-05-19       Impact factor: 9.825

10.  ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand.

Authors:  Ana L Aguirre; Nathan L Loud; Keywan A Johnson; Daniel J Weix; Ying Wang
Journal:  Chemistry       Date:  2021-07-29       Impact factor: 5.020

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