Dimethyl sulfoxide-mediated dibromination of gem-difluoroalkenes with hydrobromic acid as reagent

Xiaoying Wang; Jiaxi Cai; Xin Liu; Xin Hua Duan; Mingyou Hu

doi:10.1016/j.jfluchem.2024.110336

Dimethyl sulfoxide-mediated dibromination of gem-difluoroalkenes with hydrobromic acid as reagent

Xiaoying Wang
, Jiaxi Cai
, Xin Liu
, Xin Hua Duan
, Mingyou Hu

School of Chemistry

Xi'an Jiaotong University

Research output: Contribution to journal › Review article › peer-review

1 Scopus citations

Abstract

A method for the oxidative dibromination of gem-difluoroalkenes has been devised, employing HBr as the brominating agent and utilizing DMSO as both a mild oxidant and solvent. These uncomplicated conditions provide a high bromide atom economy, coupled with the accessibility and cost-effectiveness of DMSO and HBr. This approach notably expands the scope of gem-difluoroalkenes amenable to dibromination and furnishes a valuable precursor for ¹⁸F radiolabeling applications.

Original language	English
Article number	110336
Journal	Journal of Fluorine Chemistry
Volume	279
DOIs	https://doi.org/10.1016/j.jfluchem.2024.110336
State	Published - Oct 2024

Keywords

Dibromination
Dimethyl sulfoxide
Hydrogen bromide
gem-Difluoroalkenes

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10.1016/j.jfluchem.2024.110336

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title = "Dimethyl sulfoxide-mediated dibromination of gem-difluoroalkenes with hydrobromic acid as reagent",

abstract = "A method for the oxidative dibromination of gem-difluoroalkenes has been devised, employing HBr as the brominating agent and utilizing DMSO as both a mild oxidant and solvent. These uncomplicated conditions provide a high bromide atom economy, coupled with the accessibility and cost-effectiveness of DMSO and HBr. This approach notably expands the scope of gem-difluoroalkenes amenable to dibromination and furnishes a valuable precursor for 18F radiolabeling applications.",

keywords = "Dibromination, Dimethyl sulfoxide, Hydrogen bromide, gem-Difluoroalkenes",

author = "Xiaoying Wang and Jiaxi Cai and Xin Liu and Duan, \{Xin Hua\} and Mingyou Hu",

note = "Publisher Copyright: {\textcopyright} 2024 Elsevier B.V.",

year = "2024",

month = oct,

doi = "10.1016/j.jfluchem.2024.110336",

language = "英语",

volume = "279",

journal = "Journal of Fluorine Chemistry",

issn = "0022-1139",

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TY - JOUR

T1 - Dimethyl sulfoxide-mediated dibromination of gem-difluoroalkenes with hydrobromic acid as reagent

AU - Wang, Xiaoying

AU - Cai, Jiaxi

AU - Liu, Xin

AU - Duan, Xin Hua

AU - Hu, Mingyou

PY - 2024/10

Y1 - 2024/10

N2 - A method for the oxidative dibromination of gem-difluoroalkenes has been devised, employing HBr as the brominating agent and utilizing DMSO as both a mild oxidant and solvent. These uncomplicated conditions provide a high bromide atom economy, coupled with the accessibility and cost-effectiveness of DMSO and HBr. This approach notably expands the scope of gem-difluoroalkenes amenable to dibromination and furnishes a valuable precursor for 18F radiolabeling applications.

AB - A method for the oxidative dibromination of gem-difluoroalkenes has been devised, employing HBr as the brominating agent and utilizing DMSO as both a mild oxidant and solvent. These uncomplicated conditions provide a high bromide atom economy, coupled with the accessibility and cost-effectiveness of DMSO and HBr. This approach notably expands the scope of gem-difluoroalkenes amenable to dibromination and furnishes a valuable precursor for 18F radiolabeling applications.

KW - Dibromination

KW - Dimethyl sulfoxide

KW - Hydrogen bromide

KW - gem-Difluoroalkenes

UR - https://www.scopus.com/pages/publications/85202473436

U2 - 10.1016/j.jfluchem.2024.110336

DO - 10.1016/j.jfluchem.2024.110336

M3 - 文献综述

AN - SCOPUS:85202473436

SN - 0022-1139

VL - 279

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

M1 - 110336

ER -

Dimethyl sulfoxide-mediated dibromination of gem-difluoroalkenes with hydrobromic acid as reagent

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Keywords

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