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About this book

This volume reviews the recent advances in formation of C-F bonds and X-F bonds (X = heteroatom) to produce useful fluorinated molecules for pharmaceuticals, materials and more. Reactions and methods associated with fluorination, including monofluorination, difluorination, trifluorination and other polyfluorination that have emerged within the past few years are systematically discussed. With contributions from front-line researchers in this field from both academia and industry, this book provides a valuable resource for scholars, graduate students as well as professionals.

Table of Contents

Frontmatter

A

Aliphatic [18F]Fluorination Chemistry for Positron Emission Tomography

Jian Rong, Steven H. Liang

Aminosulfur Trifluoride Deoxofluorination

Mingyou Hu, Jinbo Hu

Ar-SF4Cl Deoxofluorination

Benqiang Cui, Norio Shibata

B

Balz-Schiemann Reaction

Chuanfa Ni, Bo Xing, Jinbo Hu

BF3 Fluorination for Preparing Alkyl Fluorides

Chang-Hua Ding, Xue-Long Hou

C

Chemistry of BrF3 Constructing the CF2, CF3 and CF2H Groups

Shlomo Rozen

Copper-Mediated Fluorination for Preparing Aryl Fluorides

Wenjun Miao, Jinbo Hu

Copper-Mediated Nucleophilic Fluorination for Preparing Alkyl Fluorides

Xiaoxi Lin, Zhiqiang Weng

CpFluor Deoxofluorination

Weilu Zhang, Xiao Shen

D

N,N-Dialkylaminosulfur Trifluoride Dethiofluorination

Mingyou Hu, Jinbo Hu

α,α-Difluorobenzylamines Deoxofluorination

Lingchun Li, Jinbo Hu

N,N′-Difluoro-1,4-Diazoniabicyclo[2.2.2]octane Salt Electrophilic Fluorination

Chaohuang Chen, Pinhong Chen, Guosheng Liu

2,2-Difluoro-1,3-Dimethylimidazolidine (DFI) Deoxofluorination

Lingchun Li, Jinbo Hu

E

Electrochemical Fluorination for Preparation of Alkyl Fluorides

Toshio Fuchigami, Shinsuke Inagi

Electrochemical Fluorination for Preparing Aryl Fluorides

Toshio Fuchigami, Shinsuke Inagi

Et3N·3HF Complex Fluorination for Preparing Alkyl Fluorides

Günter Haufe

F

Fluolead (Ar-SF3) Deoxofluorination

Benqiang Cui, Norio Shibata

Fluorination of Alkenes and Alkynes for Preparing Alkyl Fluorides

Guosheng Liu

Fluorination of Allenes

Xue Zhang, Shengming Ma

Fluorination of Aryl-Alkenyl-Iodonium Salts for Preparing Alkenyl Fluorides

Wenchao Qu, Ximin Li

Fluorination of Diaryliodonium Salts for Preparing Aryl Fluorides

Wenchao Qu, Ximin Li

Fluorination of Methylenecyclopropanes for Preparing Alkenyl Fluorides

Liu-Zhu Yu, Min Shi

Fluorinations in Organic Chemistry with Elemental Fluorine

Shlomo Rozen

Fluoroolefin-Amine Adduct Deoxofluorination

Viacheslav Petrov

Fluorophosphorane Deoxofluorination

Zhaoliang Yang, Xiao Shen

N-Fluoropyridinium Salt Electrophilic Fluorination for Preparing Alkyl Fluorides

Kosuke Kawada

N-Fluoropyridinium Salt Fluorination for Preparing Aryl Fluorides

Kosuke Kawada

N-Fluoropyridinium Salt Radical Fluorination for Preparing Alkyl Fluorides

Kosuke Kawada

Functionalization of Alkynes for Preparing Alkenyl Fluorides

Shengzong Liang, Gerald B. Hammond, Bo Xu

G

N-Haloimide/HF Dethiofluorination

Manabu Kuroboshi, Tamejiro Hiyama

HF Fluorination for the Synthesis of Alkyl Fluorides

V. Prakash Reddy

Hypervalent Iodine Fluorination for Preparing Alkyl Fluorides (Stoichiometrically and Catalytically)

Graham K. Murphy, Tanja Gulder

H

NFSI and Its Analogs’ Electrophilic Fluorination for Preparing Alkyl Fluorides

Guangwei Wang, Jun-An Ma

NFSI and Its Analogs’ Fluorination for Preparing Alkenyl Fluorides

Francisco de Azambuja, Ryan A. Altman

NFSI and Its Analogues’ Fluorination for Preparing Aryl Fluorides

Jingyu Hu, Jinbo Hu

NFSI Radical Fluorination for Preparing Alkyl Fluorides

Hong Yan, Chen Zhu

Nickel-Mediated Fluorination for Preparing Aryl Fluorides

Gregory B. Boursalian, Tobias Ritter

Nucleophilic Fluorination of Arynes for Preparing Aryl Fluorides

Yuwen Zeng, Jinbo Hu

Nucleophilic Fluorination of Electron-Deficient Arenes

Bo Xing, Chuanfa Ni, Jinbo Hu

I

Olah’s Reagent Fluorination for Preparing Alkyl Fluorides

Fang Wang

J

Palladium-Mediated Fluorination for Preparing Aryl Fluorides

Gregory B. Boursalian, Tobias Ritter

Perfluorination with F2

Takashi Okazoe

PhenoFluor Deoxofluorination

Shuo Guo, Pingping Tang

K

Selectfluor and Its Analogs’ Electrophilic Fluorination for Preparing Alkyl Fluorides

Hélène Guyon, Dominique Cahard

SelectFluor and Its Analogs’ Fluorination for Preparing Alkenyl Fluorides

Francisco de Azambuja, Ryan A. Altman

SelectFluor and Its Analogs’ Fluorination for Preparing Aryl Fluorides

Jingyu Hu, Jinbo Hu

SelectFluor Radical Fluorination for Preparing Alkyl Fluorides

Hong Yan, Chen Zhu

SF4 Deoxofluorination

Mingyou Hu, Jinbo Hu

Silver-Mediated Fluorination for Preparing Aryl Fluorides

Peng Xu, Tang Pingping

Sulfonyl Fluorides and Their Analogs’ Deoxofluorination

Chuanfa Ni, Junkai Guo, Jinbo Hu

L

TASF Fluorination for Preparing Alkyl Fluorides

Wenchao Qu, Ximin Li

TBAF Fluorination for Preparing Alkyl Fluorides

Haoran Sun, Stephen G. DiMagno

Tetrafluoroborate Salt Fluorination for Preparing Alkyl Fluorides

Stephen G. Davies, Paul M. Roberts

Tetramethylfluoroformamidinium Hexafluorophosphate (TFFH) Deoxofluorination

Lingchun Li, Jinbo Hu

Transition Metal-Mediated Fluorination with Electrophilic/Nucleophilic Fluorinating Agents

Zhiqiang Weng

Transition Metal-Mediated Radical Fluorination for Preparing Alkyl Fluorides

Lin Zhu, Chaozhong Li

M

XtalFluor Deoxofluorination

Junkai Guo, Jinbo Hu
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