Ethenesulfonyl Fluoride (ESF): An On-Water Procedure for the Kilogram-Scale Preparation

The Journal of Organic Chemistry
Qinheng ZhengK Barry Sharpless

Abstract

A two-step, on-water procedure for the synthesis of ethenesulfonyl fluoride (ESF) is described. 2-Chloroethanesulfonyl fluoride is made via a neat reaction with an aqueous, nearly saturated potassium bifluoride solution from readily available 2-chloroethanesulfonyl chloride. The subsequent dehydrochlorination of 2-chloroethanesulfonyl fluoride proceeds neatly with magnesium oxide as the base in an aqueous suspension to give ESF. This recipe allows the preparation of ESF in 98% yield on a kilogram scale.

Citations

Apr 4, 2017·Angewandte Chemie·Gao-Feng ZhaK Barry Sharpless
Jun 28, 2018·Chemistry : a European Journal·Digvijay GahtoryHan Zuilhof
Jun 21, 2018·Journal of Labelled Compounds & Radiopharmaceuticals·Bo ZhangBenjamin H Fraser
Aug 1, 2019·Chemical Society Reviews·A S BarrowJ E Moses
Sep 6, 2019·Proceedings of the National Academy of Sciences of the United States of America·Qinheng ZhengK Barry Sharpless
May 26, 2018·Chemical Communications : Chem Comm·Christopher J SmedleyJohn E Moses
Aug 18, 2021·Nature Chemistry·Suhua LiK Barry Sharpless
Jul 15, 2021·Angewandte Chemie·Shoujun SunJiajia Dong
Sep 1, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Zhiying DuJianbin Chen

❮ 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.

Related Papers

American Journal of Obstetrics and Gynecology
I DYER
Nursing Homes
J Weisberg, M R Haberman
Angewandte Chemie
Sung Ok KangKristin Bowman-James
Chemistry : a European Journal
James K BeattieChristopher B W Phippen
Diabetes Forecast
Madelyn L Wheeler, Robyn Webb
© 2021 Meta ULC. All rights reserved