通过烯烃的一锅式阳极碘烷氧基化合成氢氟醚

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2024-10-14 DOI:10.1002/adsc.202401108

Martin Becerra-Ruiz, Bethan Winterson, Edwin Pérez, Thomas Wirth

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引用次数: 0

摘要

碳氟键的加入会对药物、农用化学品和材料的化学和物理性质产生深远影响。不同的方法可以安装 CF3、CF2H 单元和 C-F 键，包括三氟和二氟甲氧基化反应，这反映了合成化学家可用反应的有限多样性。我们通过烯烃的电氧化碘化反应引入了三氟乙氧基，为氟化学家提供了一种多功能取代基。碘烯烃是一种非同寻常的碘源，可促进多种与工业相关的脂族烯的 1,2-碘烷氧基化反应，产率高（31-98%），并显示出高马尔科夫尼科夫区域选择性。

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Hydrofluoroether Synthesis through One-Pot Anodic Iodoalkoxylation of Alkenes

The incorporation of carbon-fluorine bonds can profoundly influence the chemical and physical properties of drugs, agrochemicals, and materials. Different methods allow the installation of CF3, CF2H units and C–F bonds including trifluoro- and difluoromethoxylations, reflecting the limited diversity of reactions available to synthetic chemists. We introduce the trifluoroethoxy group through an electro-oxidative iodination of alkenes as a versatile substituent for fluorine chemists. An iodoarene serves as an unusual iodine source facilitating the 1,2-iodoalkoxylation of a broad range of industrially relevant aliphatic alkenes in high yields (31–98%) showing high Markovnikov regioselectivity.

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来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.