4.8 Article

Cu-Catalyzed Three-Component Carboamination of Electron Deficient Olefins

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Review Chemistry, Organic

Transition Metal-Catalyzed Carboamination of Alkenes and Allenes: Recent Progress

Santosh Kumar Nanda et al.

Summary: Vicinal carboamination of carbon-carbon multiple bonds is a reliable and efficient strategy for the quick preparation of valuable amine derivatives. Transition metal catalysis has been employed for the synthesis of N-bearing entities through inter- and intramolecular carboamination of alkenes and allenes. However, literature on carboamination of allenes is lacking compared to that on alkenes.

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2022)

Article Chemistry, Multidisciplinary

Photoinduced, Copper-Catalyzed Enantioconvergent Alkylations of Anilines by Racemic Tertiary Electrophiles: Synthesis and Mechanism

Hyungdo Cho et al.

Summary: Transition-metal catalysis of substitution reactions of alkyl electrophiles by nitrogen nucleophiles is an important strategy for synthesizing higher-order amines and controlling their stereochemistry. This study reports the photo-induced enantioconvergent coupling of racemic tertiary alkyl electrophiles with aniline nucleophiles using a readily accessible chiral copper catalyst. The mechanism of this catalytic process has been elucidated using various tools, leading to the identification of key copper-based intermediates in the proposed cycle.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

Article Chemistry, Multidisciplinary

Cobalt(III)-Catalyzed Enantioselective Intermolecular Carboamination by C-H Functionalization

Kristers Ozols et al.

Summary: The study presents a method for highly enantioselective intermolecular carboaminations of alkenes through C-H activation catalyzed by high-valent cyclopentadienyl cobalt complexes. This method converts widely available acrylates and bicyclic olefins into enantioenriched isotyrosine derivatives and amino-substituted bicyclic scaffolds under very mild conditions. The reactivity outlined in this research is unique to the (CpCoIII)-Co-x complexes and complements the reactivity of 4d- and 5d- precious-metal catalysts.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Physical

Oxidative Three-Component Carboamination of Vinylarenes with Alkylboronic Acids

Samuel N. Gockel et al.

Summary: This study developed an oxidative carboamination protocol utilizing alkylboronic acids as carbon-centered radical precursors to efficiently produce a variety of functionalized amines, with a broad scope in vinylarenes, amines, and alkylboronic acids. Preliminary mechanistic studies revealed a single-electron oxidation of the alkylboronic acid to generate a carbon-centered radical intermediate that undergoes C-N bond formation across the olefin.

ACS CATALYSIS (2021)

Article Chemistry, Organic

Copper-Catalyzed Three-Component Alkene Carbofunctionalization: C-N, C-O, and C-C Bond Formation from a Single Reaction Platform

Travis L. Buchanan et al.

Summary: A general system for achieving three-component intermolecular carbofunctionalization of alkenes has been presented, including carboetherification, carboesterification, carboarylation, and carboamination. The scope of the reaction involves the carbon electrophile, the olefin, and the nucleophile. Additionally, the synthesis of gamma-lactams through a carboamination reaction was demonstrated in a telescoped three-step protocol.

ORGANIC LETTERS (2021)

Article Chemistry, Physical

Rh(III)-Catalyzed Three-Component Syn-Carboamination of Alkenes Using Arylboronic Acids and Dioxazolones

Sumin Lee et al.

Summary: This study presents a Rh(III)-catalyzed three-component carboamination of alkenes, allowing for the efficient and regioselective synthesis of valuable amine products, including alpha-amino acid derivatives, without the need for directing functionalities.

ACS CATALYSIS (2021)

Review Chemistry, Multidisciplinary

Copper(I)-Catalyzed Asymmetric Reactions Involving Radicals

Qiang-Shuai Gu et al.

ACCOUNTS OF CHEMICAL RESEARCH (2020)

Article Chemistry, Multidisciplinary

Enantioselective CpxRhIII-Catalyzed Carboaminations of Acrylates

Coralie Duchemin et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Review Chemistry, Multidisciplinary

Intermolecular radical carboamination of alkenes

Heng Jiang et al.

CHEMICAL SOCIETY REVIEWS (2020)

Article Chemistry, Organic

Copper-Catalyzed Intermolecular Carboamination of Alkenes Induced by Visible Light

Yang Xiong et al.

ORGANIC LETTERS (2019)

Article Chemistry, Multidisciplinary

Carboamination of Unactivated Alkenes through Three-Component Radical Conjugate Addition

Heng Jiang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Medicinal

A Survey of the Structures of US FDA Approved Combination Drugs

Pradipta Das et al.

JOURNAL OF MEDICINAL CHEMISTRY (2019)

Article Chemistry, Multidisciplinary

Cu-Catalyzed Three-Component Carboamination of Alkenes

Samuel N. Gockel et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Intermolecular Carboamination of Unactivated Alkenes

Yu Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Multidisciplinary Sciences

Asymmetric alpha-arylation of amino acids

Daniel J. Leonard et al.

NATURE (2018)

Article Chemistry, Multidisciplinary

Iron-Catalyzed Carboamination of Olefins: Synthesis of Amines and Disubstituted β-Amino Acids

Bo Qian et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Chemistry, Multidisciplinary

Asymmetric Copper-Catalyzed Intermolecular Aminoarylation of Styrenes: Efficient Access to Optical 2,2-Diarylethylamines

Dinghai Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Multidisciplinary Sciences

Oxidative 1,2-carboamination of alkenes with alkyl nitriles and amines toward γ-amino alkyl nitriles

Yan-Yun Liu et al.

NATURE COMMUNICATIONS (2017)

Article Chemistry, Multidisciplinary

Unnatural Amino Acid Synthesis Enabled by the Regioselective Cobalt(III)-Catalyzed Intermolecular Carboamination of Alkenes

Andreas Lerchen et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Article Multidisciplinary Sciences

Asymmetric copper-catalyzed C-N cross-couplings induced by visible light

Quirin M. Kainz et al.

SCIENCE (2016)

Article Chemistry, Multidisciplinary

Pseudoephedrine-Directed Asymmetric -Arylation of -Amino Acid Derivatives

Rachel C. Atkinson et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Multidisciplinary Sciences

Rhodium-catalysed syn-carboamination of alkenes via a transient directing group

Tiffany Piou et al.

NATURE (2015)

Article Chemistry, Multidisciplinary

Phase-Transfer-Catalyzed Asymmetric SNAr Reaction of α-Amino Acid Derivatives with Arene Chromium Complexes

Seiji Shirakawa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Article Chemistry, Multidisciplinary

Carbon-Centered Radical Addition to O=C of Amides or Esters as a Route to C-O Bond Formations

Dong Liu et al.

CHEMISTRY-A EUROPEAN JOURNAL (2014)

Article Chemistry, Multidisciplinary

Copper(II) Anilides in sp3 C-H Amination

Eun Sil Jang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

An Efficient Generation of a Functionalized Tertiary-Alkyl Radical for Copper-catalyzed Tertiary-Alkylative Mizoroki-Heck type Reaction

Takashi Nishikata et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Multidisciplinary

Catalytic C?H Amination with Aromatic Amines

Raymond T. Gephart et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

Article Multidisciplinary Sciences

Photoinduced Ullmann C-N Coupling: Demonstrating the Viability of a Radical Pathway

Sidney E. Creutz et al.

SCIENCE (2012)

Article Chemistry, Organic

Asymmetric Synthesis of α-Aryl Amino Acids; Aryne-Mediated Diastereoselective Arylation

Elizabeth P. Jones et al.

ORGANIC LETTERS (2011)