4.8 Article

Rh(I)-Catalyzed Coupling of Azides with Boronic Acids Under Neutral Conditions

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。
Article Chemistry, Multidisciplinary

Mediator-Enabled Electrocatalysis with Ligandless Copper for Anaerobic Chan-Lam Coupling Reactions

Benjamin R. Walker et al.

Summary: This study reports the use of substoichiometric quantities of redox mediators to address limitations to Cu-catalyzed electrosynthesis. By applying this strategy to Chan-Lam coupling of aryl-, heteroaryl-, and alkylamines with arylboronic acids without the need for chemical oxidants, couplings under these electrochemical conditions occur with higher yields and shorter reaction times compared to conventional reactions. The redox mediators serve multiple roles in rapidly oxidizing low-valent Cu intermediates, regenerating the catalyst, revealing the active Pt surface for proton reduction, and providing anodic overcharge protection to prevent substrate oxidation.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (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)

Article Chemistry, Multidisciplinary

Direct reductive amination of ketones with amines by reductive aminases

Bo-Bo Li et al.

Summary: Five naturally occurring RedAms with reductive amination activity were identified using a structure-guided genome mining method, facilitating the synthesis of N-alkylcyclohexylamines. Protein engineering resulted in a W205F variant of KfRedAm with 2-fold increased catalytic efficiency, demonstrating the potential for further evolution within this enzyme family.

GREEN SYNTHESIS AND CATALYSIS (2021)

Review Chemistry, Multidisciplinary

Transition-metal-catalyzed transformations of C-N single bonds: Advances in the last five years, challenges and prospects

Jun Liu et al.

Summary: This paper reviews recent research on the synthesis of 21 types of frequently-encountered molecules from simple N-containing compounds catalyzed by various transition metals, highlighting the importance of the formation and transformation of C-N bonds in organic synthetic chemistry.

GREEN SYNTHESIS AND CATALYSIS (2021)

Article Chemistry, Multidisciplinary

Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides

Simon Grassl et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Total Synthesis of (-)-Daphenylline

Bo Xu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Practical and regioselective amination of arenes using alkyl amines

Alessandro Ruffoni et al.

NATURE CHEMISTRY (2019)

Review Chemistry, Multidisciplinary

Reductive Amination in the Synthesis of Pharmaceuticals

Oleg Afanasyev et al.

CHEMICAL REVIEWS (2019)

Article Chemistry, Physical

Electrochemically Oxidative C-C Bond Cleavage of Alkylarenes for Anilines Synthesis

Yeerlan Adeli et al.

ACS CATALYSIS (2019)

Article Chemistry, Multidisciplinary

Metal- and Base-Free Room-Temperature Amination of Organoboronic Acids with N-Alkyl Hydroxylamines

Hong-Bao Sun et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Organic

Rh(III)-Catalyzed C-H Activation of Boronic Acid with Aryl Azide

Shiyang Xu et al.

ORGANIC LETTERS (2018)

Article Chemistry, Organic

Rh-Catalyzed Reaction of Vinyl Azides with Isonitriles and Alkynes/Benzynes

Zongyang Li et al.

ORGANIC LETTERS (2018)

Article Chemistry, Multidisciplinary

Practical Singly and Doubly Electrophilic Aminating Agents: A New, More Sustainable Platform for Carbon-Nitrogen Bond Formation

Padmanabha V. Kattamuri et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Review Chemistry, Multidisciplinary

Transition Metal-Catalyzed C-H Amination: Scope, Mechanism, and Applications

Yoonsu Park et al.

CHEMICAL REVIEWS (2017)

Article Chemistry, Multidisciplinary

Mechanism of Rh2(II)-Catalyzed Indole Formation: The Catalyst Does Not Control Product Selectivity

Jason G. Harrison et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Chemistry, Organic

Cyclization of Alkyne-Azide with Isonitrile/CO via Self-Relay Rhodium Catalysis

Zhen Zhang et al.

ORGANIC LETTERS (2016)

Article Chemistry, Organic

A Synthetic Approach to N-Aryl Carbamates via Copper-Catalyzed Chan-Lam Coupling at Room Temperature

Soo-Yeon Moon et al.

JOURNAL OF ORGANIC CHEMISTRY (2015)

Article Chemistry, Multidisciplinary

Organic azides: energetic reagents'' for the intermolecular amination of C-H bonds

Daniela Intrieri et al.

CHEMICAL COMMUNICATIONS (2014)

Article Chemistry, Multidisciplinary

Mechanistic Studies of the Rhodium-Catalyzed Direct C-H Amination Reaction Using Azides as the Nitrogen Source

Sae Hume Park et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Organic

Csp3-Csp3 Homocoupling Reaction of Benzyl Halides Catalyzed by Rhodium

Kazuyuki Sato et al.

ORGANIC LETTERS (2014)

Article Chemistry, Multidisciplinary

Modular Functionalization of Allenes to Aminated Stereotriads

Christopher S. Adams et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Chemistry, Multidisciplinary

Rh2(II)-Catalyzed Intramolecular Aliphatic C-H Bond Amination Reactions Using Aryl Azides as the N-Atom Source

Quyen Nguyen et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Chemistry, Organic

Recent advances in transition metal-catalyzed N-atom transfer reactions of azides

Tom G. Driver

ORGANIC & BIOMOLECULAR CHEMISTRY (2010)

Article Chemistry, Applied

Rhodium-catalyzed oxidative homocoupling of boronic acids

Thomas Vogler et al.

ADVANCED SYNTHESIS & CATALYSIS (2008)

Article Chemistry, Multidisciplinary

Intramolecular C-H amination reactions:: Exploitation of the Rh2(II)-Catalyzed decomposition of azidoacrylates

Benjamin J. Stokes et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2007)

Review Chemistry, Multidisciplinary

Organic azides: An exploding diversity of a unique class of compounds

S Brase et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2005)

Article Chemistry, Organic

Base-free oxidative homocoupling of arylboronic esters

H Yoshida et al.

TETRAHEDRON LETTERS (2003)

Article Chemistry, Organic

Asymmetric alkyldifluoroboranes and their use in secondary amine synthesis

DS Matteson et al.

ORGANIC LETTERS (2002)

Article Chemistry, Organic

Indium-mediated Barbier reactions of azides: A facile synthesis of N-allylamine derivatives

JS Yadav et al.

SYNTHETIC COMMUNICATIONS (2002)

Review Chemistry, Organic

Synthesis of secondary amines

RN Salvatore et al.

TETRAHEDRON (2001)