Oxidants Controlled C−H Bond Functionalization of N‐Aryltetrahydroisoquinolines: The Construction of the Quaternary Carbon Center and Cleavage of the C−N Bond DOI
Yuqin Chen, Shuwei Zhang,

Tong Li

et al.

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 30(3)

Published: Oct. 25, 2023

Initiated by triarylamine radical cation salt (TBPA), the direct C-H bond functionalization of α-N-aryltetrahydroisoquinoline esters was smoothly realized, giving a series α-hydroxylated derivatives with quaternary carbon center in good yields. Differently, presence tert-butyl nitrite (TBN), C-N single cleaved to keto esters. The mechanistic study revealed that these reactions were mediated similar mechanism, which N-nitrosation might provide driving force cleavage.

Language: Английский

Electrochemical Promoted Three-Component Trifluoromethylation/Spirocyclization Reaction of N-Arylsulfonylacrylamides to 4-Azaspiro[4.5]decanes DOI

Zhi-Long Lei,

Tai-Chen Liu,

Fei‐Hu Cui

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(32), P. 6001 - 6005

Published: Aug. 7, 2023

An electrochemical facilitated three-component trifluoromethylation/spirocyclization reaction of N-(arylsulfonyl)acrylamides, CF3SO2Na, and H2O has been developed. Without the requirement chemical oxidants, a number unexplored trifluoromethylated 4-azaspiro[4.5]decanes were obtained in satisfactory yields under mild conditions. This work provides new synthetic strategy for fluorine-containing spirocyclic compounds shows perspective reactivity study N-(arylsulfonyl)acrylamides.

Language: Английский

Citations

11

Designing a Chiral Electrode for Enantioselective Electro-organic Cyanation of Styrene Utilizing Copper Nanoparticles on Graphene Oxide Modified with L-Alanine in Deep Eutectic Solvent and Electrolyte Environment DOI
Muath Jabbar Tarfa Al-Abbasee,

Shakir Mahmood Saeed,

Zaman Abdalhussein Ibadi Alaridhee

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141303 - 141303

Published: Jan. 1, 2025

Language: Английский

Citations

0

Recent advances in electrochemical copper catalysis for modern organic synthesis DOI Creative Commons

Y-H. Kim,

Won Jun Jang

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 155 - 178

Published: Jan. 16, 2025

In recent decades, organic electrosynthesis has emerged as a practical, sustainable, and efficient approach that facilitates valuable transformations in synthetic chemistry. Combining electrochemistry with transition-metal catalysis is promising rapidly growing methodology for effectively forming challenging C-C C-heteroatom bonds complex molecules sustainable manner. this review, we summarize the advances combination of copper various transformations.

Language: Английский

Citations

0

α-Thiocyanation of Enol Acetates and Sodium Thiocyanate under Electrochemical Conditions DOI
Jinpeng Zhang, Yuliang Qian, Man Ning

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 189 - 189

Published: Jan. 1, 2025

Language: Английский

Citations

0

Advances in Asymmetric Electrochemical Synthesis DOI

Chun Gao,

Xin Liu, Minghui Wang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(3), P. 673 - 673

Published: Jan. 1, 2024

Language: Английский

Citations

3

When transition-metal catalysis meets electrosynthesis: a recent update DOI
Fei Lian, Jiuling Li, Kun Xu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(22), P. 4390 - 4419

Published: Jan. 1, 2024

The merger of organic electrosynthesis with 3d transition-metal catalysis has offered huge opportunities for modern synthesis. This review summarizes the key advancements in this direction published recent two years.

Language: Английский

Citations

3

Metal-ligand cooperativity in chemical electrosynthesis DOI Creative Commons
Maia E. Czaikowski,

Sophie W. Anferov,

John S. Anderson

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: 4(3), P. 100922 - 100922

Published: Feb. 19, 2024

Language: Английский

Citations

2

Synthesis of N,N‐Disubstituted Hydrazines by Electrocatalytic Addition of Hydrazines to α,β‐Unsaturated Carbonyl Compounds DOI

Qingyu Xu,

Chengwei Zhang, Hang Xu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(12), P. 2829 - 2834

Published: April 24, 2024

Abstract A strategy for the synthesis of N,N ‐disubstituted hydrazines via electrocatalytic addition hydrazine to α,β‐unsaturated carbonyl compounds is reported. The reaction was carried out under constant current electrolytic conditions in an undivided cell. Using this methodology, various were prepared 57–94% yield 40 minutes. By adding cyclohexanone and acetic acid mixture heating 2 hours, a one‐pot N ‐substituted indoles also developed. Furthermore, based on cyclic voltammetry control experiments, plausible mechanism involving radical pathway proposed.

Language: Английский

Citations

2

Synthesis and characterization of fullerene modified with copper nanoparticles catalyzed C H bond activation as a sustainable and green catalyst for electro synthesis of benzothiazole derivatives DOI
Sherzod Abdullaev, Mosleh M. Abomughaid, Dheyaa J. Jasim

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1302, P. 137413 - 137413

Published: Dec. 24, 2023

Language: Английский

Citations

6

Electrochemically‐Driven Organocatalytic Enantioselective Oxidative Coupling of Tetrahydroisoquinolines and Acrylaldehyde DOI Open Access

Qiying Zhang,

Luxin Li, Songlin Wang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(20), P. 3455 - 3460

Published: Aug. 24, 2023

Abstract An electrochemically‐driven organocatalytic enantioselective oxidative coupling of tetrahydroisoquinolines and acrylaldehyde was developed. Various chiral C1‐alkenyl derivatives were obtained with 69–86% yields 93:7–96:4 er. Notable features this reaction include asymmetric organocatalysis (5.0 mol% β‐ICD as catalyst), electricity the oxidant, air atmosphere, undivided cell. This synthetic route offers access to various optically active C1‐substituted derivatives.

Language: Английский

Citations

4