Electrochemical Bromination of Glycals

Electrochemical Bromination of Glycals

Herein, the convenient one-step electrochemical bromination of glycals using Bu4NBr as the brominating source under metal-catalyst-free and oxidant-free reaction conditions was described. A series of 2-bromoglycals bearing different electron-withdrawing or electron-donating protective groups were su...

Full description

Bibliographic Details
Main Authors:	Zhao-Xiang Luo, Miao Liu, Tian Li, De-Cai Xiong, Xin-Shan Ye
Format:	Article
Language:	English
Published:	Frontiers Media S.A. 2021-12-01
Series:	Frontiers in Chemistry
Subjects:	electrochemistry bromination glycals 2-bromoglycals cross-coupling ferrier rearrangement
Online Access:	https://www.frontiersin.org/articles/10.3389/fchem.2021.796690/full

Similar Items

Towards a Synthesis of Vigabatrin Using Glycal Chemistry
by: I. Aidhen, et al.
Published: (2005-08-01)

Bi(OTf)3 and SiO2-Bi(OTf)3 as Effective Catalysts for the Ferrier Rearrangement#
by: Y. Vankar, et al.
Published: (2005-08-01)

Asymmetric syntheses of 8-oxabicyclo[3,2,1]octane and 11-oxatricyclo[5.3.1.0]undecane from glycals
by: Liao, Hongze, et al.
Published: (2017)

Stereoselective Synthesis of 2-Deoxythiosugars from Glycals
by: Xueying You, et al.
Published: (2022-11-01)

Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside
by: Alafia A. Ansari, et al.
Published: (2014-01-01)

Sonogashira–Hagihara reactions of halogenated glycals
by: Dennis C. Koester, et al.
Published: (2012-05-01)

Synthesis of 2-Nitro-2,3-Unsaturated Glycosides by a Nanomagnetic Catalyst Fe3O4@C@Fe(III)
by: Yu Yang, et al.
Published: (2022-05-01)

A general metal-free approach for the stereoselective synthesis of C-glycals from unactivated alkynes
by: Shekaraiah Devari, et al.
Published: (2014-11-01)

TMSBr-mediated solvent- and work-up-free synthesis of α-2-deoxyglycosides from glycals
by: Mei-Yuan Hsu, et al.
Published: (2016-08-01)

Systematic Study of Quaternary Ammonium Cations for Bromine Sequestering Application in High Energy Density Electrolytes for Hydrogen Bromine Redox Flow Batteries
by: Michael Küttinger, et al.
Published: (2021-05-01)

Acid Catalyzed Stereocontrolled Ferrier-Type Glycosylation Assisted by Perfluorinated Solvent
by: Zhiqiang Lu, et al.
Published: (2022-10-01)

Efficient Synthesis of 2-OH Thioglycosides from Glycals Based on the Reduction of Aryl Disulfides by NaBH<sub>4</sub>
by: Yang-Fan Guo, et al.
Published: (2022-09-01)

Determination of bromine index
by: 8096 British Standards Institution

Electrochemical Testing of Carbon Materials as Bromine Electrodes for the Hydrogen-Bromine Redox Flow Battery
by: Yaksh Popat, et al.
Published: (2022-10-01)

O-GLICOSÍDEOS 2,3-INSATURADOS: APLICAÇÕES, REARRANJO DE FERRIER E REAÇÕES
by: Aldiceia Luiz de Moura, et al.

Application prospect of high efficiency and energy saving bromine extraction technology in the field of bromine-containing waste salt
by: Zhang Wenyan, et al.
Published: (2023-01-01)

Solvent-free synthesis of molecular bromine and its application for in situ bromination of aromatic compounds
by: Jaak Järv, et al.
Published: (2020-06-01)

Electrochemical Bromofunctionalization of Alkenes and Alkynes—To Sustainability and Beyond
by: Lilla G. Gombos, et al.
Published: (2022-10-01)

Aziridine Ring Opening as Regio- and Stereoselective Access to <i>C</i>-Glycosyl-Aminoethyl Sulfide Derivatives
by: Aleksandra Tracz, et al.
Published: (2022-03-01)

Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step
by: Pierre-Antoine Nocquet, et al.
Published: (2018-11-01)

Recent Advances in Bromine Complexing Agents for Zinc–Bromine Redox Flow Batteries
by: Uxua Jiménez-Blasco, et al.
Published: (2023-12-01)

Gaseous bromine and particulate lead, vanadium and bromine in a polluted atmosphere /
by: Moyers, Jarvis L.

The chemistry of chlorine, bromine, iodine and astatine/
by: 177271 Downs, A. J., et al.
Published: (1973)

Thermal Decomposition of Brominated Butyl Rubber
by: Wei Zhang, et al.
Published: (2021-11-01)

Robust perfluorophenylboronic acid-catalyzed stereoselective synthesis of 2,3-unsaturated O-, C-, N- and S-linked glycosides
by: Madhu Babu Tatina, et al.
Published: (2019-06-01)

Bromination and Diazo-Coupling of Pyridinethiones; Microwave Assisted Synthesis of Isothiazolopyridine, Pyridothiazine and Pyridothiazepines
by: Ayman M. S. Youssef, et al.
Published: (2012-06-01)

Polyvinylpyrrolidone-bromine complex: An efficient polymeric reagent for selective preparation of benzyl bromides in the presence of hexamethyldisilane
by: Moslem M. Lakouraj, et al.
Published: (2012-08-01)

<b>Synthesis of 2,3-unsaturated furanic hex- and pent-enopyranoside employing the ferrier rearrangement</b>
by: Soro Yaya, et al.
Published: (2005-12-01)

Antimicrobial and anticancer activities of copolymers of tri-O-acetyl-D-glucal and itaconic anhydride
by: Deoghare Chetana, et al.
Published: (2022-01-01)

The Ferrier rearrangement as the key step in the synthesis of C7C16-alkyl 2,3-dideoxy glucosides from glucose and C7C16-alkanols
by: VLADIMIR PAVLOVIC, et al.
Published: (2001-08-01)

The Ferrier rearrangement as the key step in the synthesis of C7-C16-alkyl 2,3-dideoxy glucosides from glucose and C7-C16-alkanols1-3
by: Konstantinović Stanimir, et al.
Published: (2001-01-01)

Determination of bromine number of petroleum distillates and commercial aliphatic olefins by the electrometric method
by: 8096 British Standards Institution

Advances in Bromine Speciation in Volcanic Plumes
by: Alexandra Gutmann, et al.
Published: (2018-11-01)

Formation of Brominated By-products in Electrochemically Activated Persulfate Oxidation Processes
by: Dongyi ZHANG, et al.
Published: (2021-03-01)

Monitor application of multi-electrochemical sensor in extracting bromine from seawater
by: Qiujin Wang, et al.
Published: (2019-12-01)

The Effects of Bromine Additives on the Recyclability of Injection Molded Electronic Waste Polymers
by: Ville Lahtela, et al.
Published: (2023-11-01)

Kajian tindak balas aflatoksin G1 dan G2 terhadap air bromin menggunakan kaedah voltammetri perlucutan katodik dan UV-Vuis /
by: 280937 Juliana Muhammad Mohan
Published: (2005)

On the bromination of the dihydroazulene/vinylheptafulvene photo-/thermoswitch
by: Virginia Mazzanti, et al.
Published: (2012-06-01)

Bromine in the soils of Tomsk region
by: Tatiana Anatolievna Perminova, et al.
Published: (2017-09-01)

Bromine in the soils of Tomsk region
by: Tatiana Anatolievna Perminova, et al.
Published: (2017-09-01)