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Literature DB >> 31583795

Electrophotocatalytic S_N Ar Reactions of Unactivated Aryl Fluorides at Ambient Temperature and Without Base.

Abstract

The electrophotocatalytic SN Ar reaction of unactivated aryl fluorides at ambient temperature without strong base is demonstrated.

Entities: Chemical Gene Species

Keywords: SNAr; arylation; electrochemistry; electrophotocatalysis; photochemistry

Year: 2019 PMID： 31583795 PMCID： PMC7114932 DOI： 10.1002/anie.201909983

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

24 in total

1. Solvent-Free Photooxidation of Alkanes by Dioxygen with 2,3-Dichloro-5,6-dicyano-p-benzoquinone via Photoinduced Electron Transfer.

Authors: Kei Ohkubo; Kensaku Hirose; Shunichi Fukuzumi
Journal: Chem Asian J Date: 2016-08-02

2. Organic synthetic transformations using organic dyes as photoredox catalysts.

Authors: Shunichi Fukuzumi; Kei Ohkubo
Journal: Org Biomol Chem Date: 2014-07-02 Impact factor: 3.876

3. Mechanism and Scope of Base-Controlled Catalyst-Free N-Arylation of Amines with Unactivated Fluorobenzenes.

Authors: Christian Borch Jacobsen; Morten Meldal; Frederik Diness
Journal: Chemistry Date: 2016-12-13 Impact factor: 5.236

4. Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp³ )-H Bonds.

Authors: Fei Wang; Shannon S Stahl
Journal: Angew Chem Int Ed Engl Date: 2019-03-14 Impact factor: 15.336

Review 5. 2,3-dichloro-5,6-dicyanobenzoquinone and its reactions.

Authors: D Walker; J D Hiebert
Journal: Chem Rev Date: 1967-04 Impact factor: 60.622

6. Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst.

Authors: Chunlan Song; Hong Yi; Bowen Dou; Yiying Li; Atul K Singh; Aiwen Lei
Journal: Chem Commun (Camb) Date: 2017-03-28 Impact factor: 6.222

7. Cation Radical Accelerated Nucleophilic Aromatic Substitution via Organic Photoredox Catalysis.

Authors: Nicholas E S Tay; David A Nicewicz
Journal: J Am Chem Soc Date: 2017-10-31 Impact factor: 15.419

8. One-pot synthesis of pyrrolo[1,2-a]quinoxalines.

Authors: Aiping Huang; Feng Liu; Chunjing Zhan; Yanli Liu; Chen Ma
Journal: Org Biomol Chem Date: 2011-09-06 Impact factor: 3.876

9. Nitrogen Arylation for Macrocyclization of Unprotected Peptides.

Authors: Guillaume Lautrette; Fayçal Touti; Hong Geun Lee; Peng Dai; Bradley L Pentelute
Journal: J Am Chem Soc Date: 2016-06-30 Impact factor: 15.419

10. Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C-H Amination of Arenes with Carbamates, Urea, and N-Heterocycles.

Authors: Somnath Das; Palani Natarajan; Burkhard König
Journal: Chemistry Date: 2017-12-07 Impact factor: 5.236

14 in total

1. Electrophotocatalytic diamination of vicinal C-H bonds.

Authors: Tao Shen; Tristan H Lambert
Journal: Science Date: 2021-02-04 Impact factor: 47.728

2. A redox-active organic salt for safer Na-ion batteries.

Authors: Weixiao Ji; He Huang; Xiaoxiao Zhang; Dong Zheng; Tianyao Ding; Tristan H Lambert; Deyang Qu
Journal: Nano Energy Date: 2020-03-13 Impact factor: 17.881

Review 3. Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors: Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal: Chem Rev Date: 2021-08-10 Impact factor: 60.622

Electrophotocatalytic S_N Ar Reactions of Unactivated Aryl Fluorides at Ambient Temperature and Without Base.

1. Solvent-Free Photooxidation of Alkanes by Dioxygen with 2,3-Dichloro-5,6-dicyano-p-benzoquinone via Photoinduced Electron Transfer.

2. Organic synthetic transformations using organic dyes as photoredox catalysts.

3. Mechanism and Scope of Base-Controlled Catalyst-Free N-Arylation of Amines with Unactivated Fluorobenzenes.

4. Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp³ )-H Bonds.

Review 5. 2,3-dichloro-5,6-dicyanobenzoquinone and its reactions.

6. Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst.

7. Cation Radical Accelerated Nucleophilic Aromatic Substitution via Organic Photoredox Catalysis.

8. One-pot synthesis of pyrrolo[1,2-a]quinoxalines.

9. Nitrogen Arylation for Macrocyclization of Unprotected Peptides.

10. Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C-H Amination of Arenes with Carbamates, Urea, and N-Heterocycles.

1. Electrophotocatalytic diamination of vicinal C-H bonds.

2. A redox-active organic salt for safer Na-ion batteries.

Review 3. Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

4. Red Light-Based Dual Photoredox Strategy Resembling the Z-Scheme of Natural Photosynthesis.

5. Nucleophilic Aromatic Substitution of Unactivated Fluoroarenes Enabled by Organic Photoredox Catalysis.

6. Electrophotocatalytic C-H Functionalization of Ethers with High Regioselectivity.

7. Electrophotocatalytic Acetoxyhydroxylation of Aryl Olefins.

8. Electrophotocatalytic C-H Heterofunctionalization of Arenes.

9. Electrochemical Activation of Diverse Conventional Photoredox Catalysts Induces Potent Photoreductant Activity*.

Review 10. New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry.