4.8 Article

Ni-Catalyzed Regio- and Stereoselective Alkylarylation of Unactivated Alkenes in γ,δ-Alkenylketimines

Related references

Note: Only part of the references are listed.
Article Chemistry, Multidisciplinary

Three-Component Alkene Difunctionalization by Direct and Selective Activation of Aliphatic C-H Bonds

Sheng Xu et al.

Summary: Catalytic alkene difunctionalization using decatungstate photo-HAT and nickel catalysis allows for the direct activation of aliphatic C-H bonds, enabling the installation of highly functionalized C(sp(3))-hybrid centers. This strategy demonstrates practicality in selective late-stage functionalization of natural products and concise synthesis of pharmaceutically relevant molecules.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Multidisciplinary

Photochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization

Mark W. Campbell et al.

Summary: Alkenes, ethers, and alcohols are commonly used bulk reagents in the chemistry community, serving as fuels and solvents in industries such as petrochemical, pharmaceutical, and agrochemical. However, their utilization as building blocks for complex small molecules is limited by the need for prefunctionalization to achieve high selectivity.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Chemistry, Organic

Ni-Catalyzed 1,2-Diarylation of Alkenyl Ketones: A Comparative Study of Carbonyl-Directed Reaction Systems

Roman Kleinmans et al.

Summary: A nickel-catalyzed 1,2-diarylation of alkenyl ketones with aryl iodides and arylboronic esters has been reported, offering high levels of regiocontrol using ketones with a variety of substituents as effective directing groups. The representative product can be diversified into a wide range of useful products that are not readily accessible via existing 1,2-diarylation reactions. Preliminary mechanistic studies shed light on the substrate binding mode, and Hammett analysis reveals the impact of electronic factors on initial rates.

ORGANIC LETTERS (2021)

Article Chemistry, Multidisciplinary

Modular Synthesis of Diarylalkanes by Nickel-Catalyzed 1,1-Diarylation of Unactivated Terminal Alkenes

Zheqi Li et al.

Summary: A nickel-catalyzed 1,1-diarylation of electronically unbiased alkenes has been developed, providing straightforward access to diarylalkanes from readily available materials. The efficiency and regioselectivity of this transformation are ensured by reaction conditions, rather than the coordinating group of substrates. Preliminary mechanistic experiments suggest that this transformation involves a Ni(0)/Ni(II) catalytic cycle rather than a Ni(I)/Ni(III) cycle.

CCS CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Photoinduced 1,2-dicarbofunctionalization of alkenes with organotrifluoroborate nucleophiles via radical/polar crossover

Maria Jesus Cabrera-Afonso et al.

Summary: The study reports an intermolecular 1,2-dicarbofunctionalization using alkyl N-(acyloxy)phthalimide redox-active esters and organotrifluoroborates, which proceeds through a photochemical radical/polar crossover to achieve carboallylation, carboalkenylation, carboalkynylation, and carboarylation of alkenes with regio- and chemoselective control. The mechanistic intricacies were elucidated through Stern-Volmer quenching studies, photochemical quantum yield measurements, and trapping experiments of radical and ionic intermediates.

CHEMICAL SCIENCE (2021)

Article Chemistry, Multidisciplinary

Synthesis of All-Carbon Quaternary Centers by Palladium-Catalyzed Olefin Dicarbofunctionalization

Maximilian Koy et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed alpha-Carbonylalkylarylation of Vinylarenes: Expedient Access to gamma,gamma-Diarylcarbonyl and Aryltetralone Derivatives

K. C. Shekhar et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Integrating Allyl Electrophiles into Nickel-Catalyzed Conjunctive Cross-Coupling

Van T. Tran et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Polarity Umpolung Strategy for the Radical Alkylation of Alkenes

Jige Liu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Site-Selective 1,2-Dicarbofunctionalization of Vinyl Boronates through Dual Catalysis

Shang-Zheng Sun et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed 1,2-Diarylation of Alkenyl Carboxylates: A Gateway to 1,2,3-Trifunctionalized Building Blocks

Joseph Derosa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes

Pei Fan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Organic

Cu-Catalyzed Alkylarylation of Vinylarenes with Masked Alkyl Electrophiles

Xiaotao Zhu et al.

ORGANIC LETTERS (2020)

Review Chemistry, Multidisciplinary

Mechanisms of Nickel-Catalyzed Coupling Reactions and Applications in Alkene Functionalization

Justin Diccianni et al.

ACCOUNTS OF CHEMICAL RESEARCH (2020)

Article Chemistry, Multidisciplinary

Role of Electron-Deficient Olefin Ligands in a Ni-Catalyzed Aziridine Cross-Coupling To Generate Quaternary Carbons

Jesus G. Estrada et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Three-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides

Huan-Ming Huang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Enantioselective Three-Component Fluoroalkylarylation of Unactivated Olefins through Nickel-Catalyzed Cross-Electrophile Coupling

Hai-Yong Tu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Organic

Nickel-Catalyzed Asymmetric Reductive Arylbenzylation of Unactivated Alkenes

Youxiang Jin et al.

ORGANIC LETTERS (2020)

Article Chemistry, Multidisciplinary

Selective 1,2-Aryl-Aminoalkylation of Alkenes Enabled by Metallaphotoredox Catalysis

Songlin Zheng et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

trans-Selective Aryldifluoroalkylation of Endocyclic Enecarbamates and Enamides by Nickel Catalysis

Chang Xu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

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

Shorouk O. Badir et al.

Article Chemistry, Multidisciplinary

Asymmetric Ni-Catalyzed Radical Relayed Reductive Coupling

Xiaofeng Wei et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Chemoselective Union of Olefins, Organohalides, and Redox-Active Esters Enables Regioselective Alkene Dialkylation

Tao Yang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

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

Roshan K. Dhungana et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Nickel-catalyzed three-component olefin reductive dicarbofunctionalization to access alkylborates

Xiao-Xu Wang et al.

CHEMICAL SCIENCE (2020)

Review Chemistry, Multidisciplinary

Recent developments in nickel-catalyzed intermolecular dicarbofunctionalization of alkenes

Joseph Derosa et al.

CHEMICAL SCIENCE (2020)

Article Chemistry, Multidisciplinary

Nickel-catalyzed carbodifunctionalization of N-vinylamides enables access to γ-amino acids

Zhi-Fang Yang et al.

CHEMICAL COMMUNICATIONS (2020)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed Asymmetric Reductive Diarylation of Vinylarenes

David Anthony et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Facile Preparation of Spirolactones by an Alkoxycarbonyl Radical Cyclization-Cross-Coupling Cascade

Nicholas A. Weires et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Physical

Ni-Catalyzed Three-Component Alkene Carboacylation Initiated by Amide C-N Bond Activation

Abhishek A. Kadam et al.

ACS CATALYSIS (2019)

Article Chemistry, Multidisciplinary

Dual Photoredox/Nickel-Catalyzed Three-Component Carbofunctionalization of Alkenes

Andres Garcia-Dominguez et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Site-Selective 1,1-Difunctionalization of Unactivated Alkenes Enabled by Cationic Palladium Catalysis

Jinwon Jeon et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Physical

Nickel-Catalyzed Difluoroalkylation-Alkylation of Enamides

Chang Xu et al.

ACS CATALYSIS (2019)

Article Chemistry, Multidisciplinary

Three-Component Ruthenium-Catalyzed Direct Meta-Selective C-H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes

Xin-Gang Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

N-Heterocyclic Carbene-Catalyzed Radical Relay Enabling Vicinal Alkylacylation of Alkenes

Takuya Ishii et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Ni-Catalyzed Reductive Dicarbofunctionalization of Nonactivated Alkenes: Scope and Mechanistic Insights

Wei Shu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents

Matteo Chierchia et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Mechanism of Ni-Catalyzed. Reductive 1,2-Dicarbofunctionalization of Alkenes

Qiao Lin et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed Difunctionalization of Unactivated Alkenes Initiated by Unstabilized Enolates

David Huang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis

Mark W. Campbell et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Ni-catalysed reductive arylalkylation of unactivated alkenes

Youxiang Jin et al.

CHEMICAL SCIENCE (2019)

Article Chemistry, Multidisciplinary

Three-component vicinal-diarylation of alkenes via direct transmetalation of arylboronic acids

Yun Zhang et al.

CHEMICAL SCIENCE (2019)

Article Chemistry, Multidisciplinary

Ni-catalyzed two-component reductive dicarbofunctionalization of alkenes via radical cyclization

Yulong Kuang et al.

CHEMICAL COMMUNICATIONS (2018)

Article Chemistry, Multidisciplinary

1,2-Diarylation of alkenes with aryldiazonium salts and arenes enabled by visible light photoredox catalysis

Xuan-Hui Ouyang et al.

CHEMICAL COMMUNICATIONS (2018)

Review Chemistry, Multidisciplinary

Transition Metal-Catalyzed Dicarbofunctionalization of Unactivated Olefins

Roshan K. Dhungana et al.

CHEMICAL RECORD (2018)

Article Chemistry, Multidisciplinary

Directed nickel-catalyzed 1,2-dialkylation of alkenyl carbonyl compounds

Joseph Derosa et al.

CHEMICAL SCIENCE (2018)

Article Chemistry, Multidisciplinary

Ni-Catalyzed Regioselective Alkylarylation of Vinylarenes via C(sp(3))-C(sp(3))/C(sp(3))-C(sp(2)) Bond Formation and Mechanistic Studies

K. C. Shekhar et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed Stereoselective Diarylation of Alkenylarenes

Pin Gao et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Multidisciplinary Sciences

Intermolecular selective carboacylation of alkenes via nickel-catalyzed reductive radical relay

Xian Zhao et al.

NATURE COMMUNICATIONS (2018)

Article Chemistry, Multidisciplinary

Diastereoselective and Enantioselective Conjunctive Cross-Coupling Enabled by Boron Ligand Design

Jesse A. Myhill et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed 1,2-Diarylation of Simple Alkenyl Amides

Joseph Derosa et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Copper-catalyzed oxidative intermolecular 1,2-alkylarylation of styrenes with ethers and indoles

Rongkui Su et al.

CHEMICAL COMMUNICATIONS (2018)

Article Chemistry, Multidisciplinary

Cationic Suzuki-Miyaura Coupling with Acutely Base-Sensitive Boronic Acids

Liye Chen et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed β,γ-Dicarbofunctionalization of Alkenyl Carbonyl Compounds via Conjunctive Cross-Coupling

Joseph Derosa et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed Reductive Dicarbofunctionalization of Alkenes

Andres Garcia-Dominguez et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Multidisciplinary Sciences

Catalytic conjunctive cross-coupling enabled by metal-induced metallate rearrangement

Liang Zhang et al.

SCIENCE (2016)

Article Chemistry, Multidisciplinary

Tandem Difluoroalkylation-Arylation of Enamides Catalyzed by Nickel

Ji-Wei Gu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Article Chemistry, Multidisciplinary

Electron-Deficient Olefin Ligands Enable Generation of Quaternary Carbons by Ni-Catalyzed Cross-Coupling

Chung-Yang (Dennis) Huang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

Article Chemistry, Multidisciplinary

Nickel-Catalyzed Negishi Alkylations of Styrenyl Aziridines

Chung-Yang (Dennis) Huang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Oxidative Intermolecular Difunctionalization of Terminal Alkenes with Organostannanes and Molecular Oxygen

Kaveri Balan Urkalan et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2009)

Review Chemistry, Multidisciplinary

More than bystanders: The effect of Olefins on transition-metal-catalyzed cross-coupling reactions

Jeffrey B. Johnson et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2008)

Review Chemistry, Multidisciplinary

Nickel-catalyzed cyclizations, couplings, and cycloadditions involving three reactive components

J Montgomery

ACCOUNTS OF CHEMICAL RESEARCH (2000)

Article Chemistry, Multidisciplinary

Iron-catalyzed olefin carbometalation

M Nakamura et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2000)