Literature DB >> 32542207

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

Shorouk O Badir1, Gary A Molander1.   

Abstract

Progress in Ni/photoredox dual catalysis has enabled the construction of C(sp3)-hybridized centers under extremely mild reaction conditions in the presence of diverse functional groups. These strategies, however, are mainly restricted to the assembly of one C-C or C-heteroatom linkage because of the competitive two-component reactions and facile β-hydride elimination from alkylmetal complexes. Recently, photoinduced nickel-catalyzed 1,2-difunctionalizations of alkenes and alkynes have attracted extensive research efforts as they allow the construction of two sequential chemical bonds from inexpensive starting materials in one pot. Herein, we explore recent advances, state the current challenges, and discuss perspectives on the design of new catalytic systems.

Entities:  

Year:  2020        PMID: 32542207      PMCID: PMC7295134          DOI: 10.1016/j.chempr.2020.05.013

Source DB:  PubMed          Journal:  Chem            Impact factor:   22.804


  58 in total

1.  Analysis of Past and Present Synthetic Methodologies on Medicinal Chemistry: Where Have All the New Reactions Gone?

Authors:  Dean G Brown; Jonas Boström
Journal:  J Med Chem       Date:  2015-12-01       Impact factor: 7.446

2.  Preparation of visible-light-activated metal complexes and their use in photoredox/nickel dual catalysis.

Authors:  Christopher B Kelly; Niki R Patel; David N Primer; Matthieu Jouffroy; John C Tellis; Gary A Molander
Journal:  Nat Protoc       Date:  2017-02-02       Impact factor: 13.491

3.  Palladium(II)-Catalyzed Oxidative Difunctionalization of Alkenes: Bond Forming at a High-Valent Palladium Center.

Authors:  Guoyin Yin; Xin Mu; Guosheng Liu
Journal:  Acc Chem Res       Date:  2016-10-14       Impact factor: 22.384

4.  One pot and selective intermolecular aryl- and heteroaryl-trifluoromethylation of alkenes by photoredox catalysis.

Authors:  Aude Carboni; Guillaume Dagousset; Emmanuel Magnier; Géraldine Masson
Journal:  Chem Commun (Camb)       Date:  2014-11-25       Impact factor: 6.222

5.  Selective, Intermolecular Alkylarylation of Alkenes via Photoredox/Nickel Dual Catalysis.

Authors:  Lei Guo; Hai-Yong Tu; Shengqing Zhu; Lingling Chu
Journal:  Org Lett       Date:  2019-06-04       Impact factor: 6.005

6.  Nickel-Catalyzed Reductive Dicarbofunctionalization of Alkenes.

Authors:  Andrés García-Domínguez; Zhaodong Li; Cristina Nevado
Journal:  J Am Chem Soc       Date:  2017-05-10       Impact factor: 15.419

7.  Nickel-Catalyzed Carbofluoroalkylation of 1,3-Enynes to Access Structurally Diverse Fluoroalkylated Allenes.

Authors:  Kai-Fan Zhang; Kang-Jie Bian; Chao Li; Jie Sheng; Yan Li; Xi-Sheng Wang
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-05       Impact factor: 15.336

8.  Manganese-Catalyzed Borylation of Unactivated Alkyl Chlorides.

Authors:  Thomas C Atack; Silas P Cook
Journal:  J Am Chem Soc       Date:  2016-05-09       Impact factor: 15.419

9.  Copper-catalyzed 1,2-addition of α-carbonyl iodides to alkynes.

Authors:  Tao Xu; Xile Hu
Journal:  Angew Chem Int Ed Engl       Date:  2014-12-02       Impact factor: 15.336

Review 10.  Recent advances in homogeneous nickel catalysis.

Authors:  Sarah Z Tasker; Eric A Standley; Timothy F Jamison
Journal:  Nature       Date:  2014-05-15       Impact factor: 49.962

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  21 in total

1.  Solid-Phase Photochemical Decarboxylative Hydroalkylation of Peptides.

Authors:  Mahmoud Elkhalifa; Michael B Elbaum; David M Chenoweth; Gary A Molander
Journal:  Org Lett       Date:  2021-10-14       Impact factor: 6.005

2.  Nickel-Catalyzed Enantioselective Reductive Alkyl-Carbamoylation of Internal Alkenes.

Authors:  Xianqing Wu; Aneta Turlik; Baixue Luan; Feng He; Jingping Qu; K N Houk; Yifeng Chen
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-25       Impact factor: 16.823

3.  γ C-H Functionalization of Amines via Triple H-Atom Transfer of a Vinyl Sulfonyl Radical Chaperone.

Authors:  James H Herbort; Taylor N Bednar; Andrew D Chen; T V RajanBabu; David A Nagib
Journal:  J Am Chem Soc       Date:  2022-07-12       Impact factor: 16.383

4.  Ni-Catalyzed Arylbenzylation of Alkenylarenes: Kinetic Studies Reveal Autocatalysis by ZnX2 *.

Authors:  Roshan K Dhungana; Rishi R Sapkota; Laura M Wickham; Doleshwar Niroula; Bijay Shrestha; Ramesh Giri
Journal:  Angew Chem Int Ed Engl       Date:  2021-09-15       Impact factor: 16.823

5.  Allene Trifunctionalization via Amidyl Radical Cyclization and TEMPO Trapping.

Authors:  Robert M Ward; Jennifer M Schomaker
Journal:  J Org Chem       Date:  2021-06-14       Impact factor: 4.354

6.  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

7.  Ni-Catalyzed Regioselective 1,2-Dialkylation of Alkenes Enabled by the Formation of Two C(sp3)-C(sp3) Bonds.

Authors:  Roshan K Dhungana; Rishi R Sapkota; Laura M Wickham; Doleshwar Niroula; Ramesh Giri
Journal:  J Am Chem Soc       Date:  2020-12-03       Impact factor: 15.419

8.  General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis.

Authors:  Lei Guo; Mingbin Yuan; Yanyan Zhang; Fang Wang; Shengqing Zhu; Osvaldo Gutierrez; Lingling Chu
Journal:  J Am Chem Soc       Date:  2020-11-19       Impact factor: 15.419

Review 9.  Walking metals: catalytic difunctionalization of alkenes at nonclassical sites.

Authors:  Roshan K Dhungana; Rishi R Sapkota; Doleshwar Niroula; Ramesh Giri
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

10.  Photoredox-catalyzed aminofluorosulfonylation of unactivated olefins.

Authors:  Tao Zhong; Ji-Tao Yi; Zhi-Da Chen; Quan-Can Zhuang; Yong-Zhao Li; Gui Lu; Jiang Weng
Journal:  Chem Sci       Date:  2021-06-07       Impact factor: 9.825

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