Zinc-Mediated Decarboxylative Alkylation of Gem-difluoroalkenes

Organic Letters
Liting YuXun Sun

Abstract

An efficient and mild zinc-mediated decarboxylative alkylation of gem-difluoroalkenes with N-hydroxyphthalimide (NHP) esters, to give monofluoroalkenes in moderate to excellent yields with high Z-selectivity is reported. The reaction tolerates a broad range of functional groups and can be easily scaled up, which thus may pave the way for its further applications in medicinal chemistry and materials science.

References

Apr 5, 2007·Organic & Biomolecular Chemistry·Samuel Couve-BonnaireXavier Pannecoucke
Jun 6, 2008·European Journal of Medicinal Chemistry·Hong-Fu LuGuo-Qiang Lin
Apr 1, 2009·Chemical Reviews·Hideki Amii, Kenji Uneyama
Mar 15, 2011·European Journal of Medicinal Chemistry·Hong-Fu LuXun Sun
Mar 15, 2011·Chemical Society Reviews·Grégory LandelleJean-François Paquin
Aug 29, 2012·Angewandte Chemie·Martin J Schnermann, Larry E Overman
Jun 25, 2013·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Cheng XieXun Sun
Feb 7, 2015·Organic & Biomolecular Chemistry·Mingliang WangXun Sun
Jun 18, 2015·Nature Communications·Panpan TianTeck-Peng Loh
Apr 1, 2016·Journal of the American Chemical Society·Kierra M M HuihuiDaniel J Weix
Aug 23, 2016·Journal of the American Chemical Society·Fumihiko ToriyamaPhil S Baran
Nov 20, 2016·Chemistry : a European Journal·Tuhin Patra, Debabrata Maiti
Jan 13, 2017·Chemistry : a European Journal·Wan-Min ChengYao Fu
Apr 15, 2017·Science·Chao LiPhil S Baran
Apr 21, 2017·Nature·Jacob T EdwardsPhil S Baran
May 18, 2017·Journal of the American Chemical Society·Lisa CandishFrank Glorius
Jun 18, 2017·Science·Alexander FawcettVarinder K Aggarwal
Jun 22, 2017·Angewandte Chemie·Joel M SmithPhil S Baran
Aug 8, 2017·Angewandte Chemie·Liangbin HuangDaniel J Weix
Aug 30, 2017·Journal of the American Chemical Society·Hironobu SakaguchiTakamitsu Hosoya
Sep 12, 2017·Chemistry : a European Journal·Christopher B Larsen, Oliver S Wenger
Oct 19, 2017·Journal of the American Chemical Society·Dinghai WangGuosheng Liu
Feb 6, 2018·Journal of Medicinal Chemistry·Nicholas A Meanwell
Apr 7, 2018·Science·Rupert S J ProctorRobert J Phipps

❮ Previous
Next ❯

Citations

Jun 4, 2020·Organic & Biomolecular Chemistry·Yajing Zhang, Dayong Zhang

❮ 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.