N–N Atropisomer Synthesis via Electrolyte- and Base-Free Electrochemical Cobalt-Catalysed C–H Annulation DOI

Jiating Cai,

Linzai Li,

Chuitian Wang

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(23), С. 11524 - 11530

Опубликована: Янв. 1, 2024

An exogenous electrolyte- and base-free electrochemical cobalt-catalysed atroposelective C–H annulation has been established to construct N–N axially chiral isoquinolinones in excellent enantioselectivities good yields.

Язык: Английский

Electrocatalytic Enantioselective Tandem C–H Indolization toward Biindolyl Atropisomers: Reaction Development and Mechanistic Insight DOI

Zhi‐Huan Peng,

Ping Huang, Ao-Long Li

и другие.

ACS Catalysis, Год журнала: 2025, Номер 15(3), С. 1422 - 1430

Опубликована: Янв. 9, 2025

The electrochemical methods for asymmetric indolization are still elusive and pose a significant challenge. Taking advantage of 2-alkynylanilines as electrochemically compatible indolyl equivalents, we herein represent mild highly enantioselective electrocatalytic process tandem C–H to form 2,3′-biindolyl atropisomers along with hydrogen evolution reaction. Integrated experimental computational mechanistic studies revealed that sequential metalation/nucleophilic cyclization/reductive elimination/anodic oxidation sequence involving RhIII–RhI–RhIII catalytic cycle accounts the established transformation.

Язык: Английский

Процитировано

0
Recent Advances in Transition-Metal Catalyzed C—H Bond Activation for the Synthesis of C(sp3)-Fluoroalkyl Compounds DOI
Manman Wang, Wenhui Xi, Hao Wu

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2025, Номер 45(2), С. 516 - 516

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

0
[4+2] Defluorocycloaddition of Perfluoroalkyl Alkynes and Benzylamines: Synthesis of meta-Fluoroalkylated Pyridin-4-amines DOI
Xueying Huang, Jiawei Chen,

D.‐L. CHEN

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 28, 2025

Pyridines represent privileged heterocycles, and the ability to produce fluorinated pyridines from polyfluorinated substances through selective defluorofunctionalization is a new addition their synthesis. Herein, an unprecedented formal [4+2] defluorocycloaddition of perfluoroalkyl alkynes benzylamines under metal-free conditions described. By leveraging functionalization four C(sp3)–F bonds on two vicinal sterically hindered carbons alkynes, diverse array meta-fluoroalkylated pyridin-4-amines were synthesized with good functional group tolerance. The mechanistic studies revealed sequence hydroamination, successive defluorination, 6π-electrocyclization, aromatization, amination.

Язык: Английский

Процитировано

0
N–N Atropisomer Synthesis via Electrolyte- and Base-Free Electrochemical Cobalt-Catalysed C–H Annulation DOI

Jiating Cai,

Linzai Li,

Chuitian Wang

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(23), С. 11524 - 11530

Опубликована: Янв. 1, 2024

An exogenous electrolyte- and base-free electrochemical cobalt-catalysed atroposelective C–H annulation has been established to construct N–N axially chiral isoquinolinones in excellent enantioselectivities good yields.

Язык: Английский

Процитировано

3