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Contemporary Research Progress in Organofluorine Chemistry

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (30 June 2024) | Viewed by 2525

Special Issue Editors


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Guest Editor
The College of Chemistry, Nanchang University, Nanchang 330031, China
Interests: organic (Radio)fluoro chemistry; transition-metal catalysis; asymmetric synthesis; radical chemistry; halogenation

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Guest Editor
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, China
Interests: organofluorine chemistry; radical chemistry; asymettric catalysis; transition-metal catalysis

Special Issue Information

Dear Colleagues,

Organofluorine has received unprecedented attention due to its unique chemical and physical properties and biological activities. Fluorine-containing compounds have been proved to be of enormous value in the areas of pharmaceuticals, agrochemicals, and material science. As a result, there is growing interest in developing novel methods for the installation of fluorine and fluorine-containing functional groups in organic compounds. In line with this, significant progress has been achieved in developing novel strategies and fluorinated reagents, among them, fluorination, trifluoromethylation, difluoromethylation, perfluoroalkylation, trifluoromethoxylation trifluoromethylthioation and difluoromethylthioation, which have dominated in organofluorine chemistry.

Despite the recent progress in organofluorine chemistry, the field goes far behind the growing needs of both the industrial and academic community. In this Special Issue, we hope to gather the latest research trends in organofluorine chemistry, including the synthesis of fluorine-containing compounds and development of new methodologies. We welcome the submission of both original research papers and critical reviews on organofluorine chemistry. 

Prof. Dr. Xiaojun Zeng
Prof. Dr. Zuxiao Zhang
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

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Keywords

  • fluorination
  • trifluoromethylation
  • difluoromethylation
  • perfluoroalkylation
  • trifluoromethoxylation
  • trifluoromethylthioation
  • fluoroalkylation

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Published Papers (2 papers)

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Research

14 pages, 1380 KiB  
Article
Hetero-Diels–Alder and CuAAC Click Reactions for Fluorine-18 Labeling of Peptides: Automation and Comparative Study of the Two Methods
by Timothé Maujean, Sridévi M. Ramanoudjame, Stéphanie Riché, Clothilde Le Guen, Frédéric Boisson, Sylviane Muller, Dominique Bonnet, Mihaela Gulea and Patrice Marchand
Molecules 2024, 29(13), 3198; https://doi.org/10.3390/molecules29133198 - 5 Jul 2024
Viewed by 813
Abstract
Radiolabeled peptides are valuable tools for diagnosis or therapies; they are often radiofluorinated using an indirect approach based on an F-18 prosthetic group. Herein, we are reporting our results on the F-18 radiolabeling of three peptides using two different methods based on click [...] Read more.
Radiolabeled peptides are valuable tools for diagnosis or therapies; they are often radiofluorinated using an indirect approach based on an F-18 prosthetic group. Herein, we are reporting our results on the F-18 radiolabeling of three peptides using two different methods based on click reactions. The first one used the well-known CuAAC reaction, and the second one is based on our recently reported hetero-Diels–Alder (HDA) using a dithioesters (thia-Diels–Alder) reaction. Both methods have been automated, and the 18F-peptides were obtained in similar yields and synthesis time (37–39% decay corrected yields by both methods in 120–140 min). However, to obtain similar yields, the CuAAC needs a large amount of copper along with many additives, while the HDA is a catalyst and metal-free reaction necessitating only an appropriate ratio of water/ethanol. The HDA can therefore be considered as a minimalist method offering easy access to fluorine-18 labeled peptides and making it a valuable additional tool for the indirect and site-specific labeling of peptides or biomolecules. Full article
(This article belongs to the Special Issue Contemporary Research Progress in Organofluorine Chemistry)
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12 pages, 4121 KiB  
Article
Practical Epoxidation of Olefins Using Air and Ubiquitous Iron-Based Fluorous Salen Complex
by Yamato Kato, Miho Kanoh, Hina Kobayashi, Takayuki Shioiri and Masato Matsugi
Molecules 2024, 29(5), 966; https://doi.org/10.3390/molecules29050966 - 22 Feb 2024
Viewed by 1083
Abstract
The epoxidation of olefins by substituting “air” for potentially harmful oxidants was achieved using an oxidation method that integrated a fluorous iron(III) salen catalyst derived from common metals and pivalaldehyde. Several aromatic disubstituted olefins were converted into their corresponding epoxides with high efficiency [...] Read more.
The epoxidation of olefins by substituting “air” for potentially harmful oxidants was achieved using an oxidation method that integrated a fluorous iron(III) salen catalyst derived from common metals and pivalaldehyde. Several aromatic disubstituted olefins were converted into their corresponding epoxides with high efficiency and quantitative yields. This reaction represents an environmentally friendly oxidation process that utilizes an abundant source of air and employs a readily available metal, iron, in the form of salen complexes, making it an environmentally conscious oxidation reaction. Full article
(This article belongs to the Special Issue Contemporary Research Progress in Organofluorine Chemistry)
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