18 F-Fluoroform: a 18 F-trifluoromethylating agent for the synthesis of SCF218 F-aromatic derivatives

Chemical Communications : Chem Comm
Elodie CarbonnelPhilippe Jubault

Abstract

Herein the synthesis of various SCF218F-containing derivatives is reported by a transition metal-free process. By using HCF218F, readily generated from a bench-stable difluoromethyl sulfonium salt, various aromatic disulfides were easily converted into the desired radiolabelled trifluoromethylthiolated compounds in the presence of a base. This protocol allowed the formation of the SCF218F-containing aromatic derivatives in good to excellent radiochemical yields. This process was also extended to the corresponding selenium derivative.

References

Apr 23, 2008·Chemical Reviews·Simon M AmetameyPius August Schubiger
Nov 7, 2008·Angewandte Chemie·Philip W MillerAntony D Gee
Sep 22, 2010·Advanced Drug Delivery Reviews·Zibo Li, Peter S Conti
Oct 28, 2010·Beilstein Journal of Organic Chemistry·Vladimir N Boiko
Jan 4, 2012·Angewandte Chemie·Ryan Littich, Peter J H Scott
Sep 6, 2012·Molecular Imaging and Biology : MIB : the Official Publication of the Academy of Molecular Imaging·Graham SmithEric O Aboagye
Oct 16, 2012·Journal of the American Chemical Society·Eunsung LeeTobias Ritter
Oct 23, 2012·Angewandte Chemie·Matthew Tredwell, Véronique Gouverneur
Jan 29, 2013·Angewandte Chemie·Xinxin ShaoQilong Shen
Apr 9, 2013·Chemical Communications : Chem Comm·Dion van der BornDanielle J Vugts
May 22, 2013·Organic Letters·Satoshi MizutaVéronique Gouverneur
Dec 25, 2013·Beilstein Journal of Organic Chemistry·Grégory LandelleFrédéric R Leroux
Mar 26, 2014·Organic Letters·Mingyou HuJinbo Hu
Apr 29, 2014·Journal of the American Chemical Society·Xiongyi HuangJohn T Groves
Jun 5, 2014·Organic Letters·Yangjie HuangZhiqiang Weng
Jun 12, 2014·Angewandte Chemie·Matthew TredwellVéronique Gouverneur
Jun 25, 2014·Chemistry : a European Journal·Pavel IvashkinXavier Pannecoucke
Sep 10, 2014·The Journal of Organic Chemistry·Ke-Yin YeShu-Li You
Oct 4, 2014·Chemical Communications : Chem Comm·Ke ZhangFeng-Ling Qing
Dec 5, 2014·Chemical Reviews·Michael G Campbell, Tobias Ritter
Dec 10, 2014·Chemical Communications : Chem Comm·Tao YangQilong Shen
May 8, 2015·Accounts of Chemical Research·Xinxin ShaoQilong Shen
Jul 4, 2015·Angewandte Chemie·Tanatorn KhotavivattanaVéronique Gouverneur
Aug 5, 2015·The Journal of Organic Chemistry·Qiang WangXingwei Li
Jun 1, 2016·Chemical Communications : Chem Comm·Sean PreshlockVéronique Gouverneur
Jun 10, 2016·Nature·Constanze N NeumannTobias Ritter
Jun 30, 2016·Organic & Biomolecular Chemistry·Sebastian Barata-VallejoAl Postigo
Aug 6, 2016·Angewandte Chemie·Hang ShiTobias Ritter
Dec 10, 2016·Journal of the American Chemical Society·Satobhisha MukherjeeFrank Glorius
Mar 1, 2016·Chemical Science·Faye Buckingham, Véronique Gouverneur

❮ Previous
Next ❯

Citations

Nov 20, 2018·Angewandte Chemie·Aileen B FrostMatthew Tredwell
May 24, 2019·Angewandte Chemie·Jia-Xiang XiangFeng-Ling Qing
Jan 10, 2020·Organic & Biomolecular Chemistry·Andreas EitzingerMario Waser
Oct 27, 2017·Chemistry : a European Journal·Anis TliliThierry Billard
Feb 20, 2018·Chemical Communications : Chem Comm·Elodie CarbonnelThomas Poisson
Aug 25, 2018·Chemical Society Reviews·Thomas C WilsonVéronique Gouverneur
Jul 11, 2020·Organic Letters·Ziwei LuoGavin Chit Tsui
Aug 14, 2020·Accounts of Chemical Research·Jin-Hong Lin, Ji-Chang Xiao

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.