Electrochemical C(sp3)–H Fluorination-Reference-Cited by-同舟云学术

Electrochemical C(sp3)–H Fluorination

Published:2019-03-01 Issue:10 Volume:30 Page:1178-1182
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Takahira Yusuke¹,Chen Miao¹,Kawamata Yu¹,Mykhailiuk Pavel¹²,Nakamura Hugh¹,Peters Byron K.¹,Reisberg Solomon H.¹,Li Chao¹,Chen Longrui³,Hoshikawa Tamaki⁴,Shibuguchi Tomoyuki⁴,Baran Phil S.¹^ORCID

Affiliation:

1. Department of Chemistry, The Scripps Research Institute

2. Enamine Ltd.

3. Asymchem Life Science (Tianjin), Tianjin Economic-Technological Development Zone

4. Discovery, Medicine Creation, Neurology Business Group, Eisai Co., Ltd.

Abstract

A simple and robust method for electrochemical alkyl C–H fluorination is presented. Using a simple nitrate additive, a widely available fluorine source (Selectfluor), and carbon-based electrodes, a wide variety of activated and unactivated C–H bonds are converted into their C–F congeners. The scalability of the reaction is also demonstrated with a 100 gram preparation of fluorovaline.

Funder

National Science Foundation

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0037-1611737.pdf

Cited by 81 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. α,β-Desaturation and Formal β-C(sp³)–H Fluorination of N-Substituted Amines: A Late-Stage Functionalization Strategy Enabled by Electrochemistry;Journal of the American Chemical Society;2024-08-12

2. α-Fluorination of tropane compounds and its impact on physicochemical and ADME properties;Bioorganic & Medicinal Chemistry Letters;2024-08

3. Transition-metal-catalyzed C(sp3)–H bond fluorination reactions;Chem Catalysis;2024-07

4. Asymmetric α-Fluoroalkyl-α-Amino Acids: Recent Advances in Their Synthesis and Applications;Molecules;2024-03-21

5. Dual Roles of Supporting Electrolytes in Organic Electrosynthesis;ChemElectroChem;2024-01-18