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亲核性氟源在碳碳不饱和键选择性氟化官能化反应中的应用

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含氟化合物表现出的特殊理化和生物活性使得其在药物、农用化学品和材料科学等领域有着广泛而重要的应用,因此,含氟化合物的高效制备不仅成为了合成化学的研究热点之一,而且极大地推动了相关领域的蓬勃发展.其中,在有机分子内直接引入氟原子的方法主要有亲电氟化和亲核氟化.相较于亲电氟化,亲核氟化反应所用的氟化试剂通常廉价易得,所需的反应条件也比较温和.作者课题组借助过渡金属催化、可见光氧化还原催化和可见光促进策略,拓展了亲核性氟源在碳碳不饱和键选择性氟化官能化反应中的应用,合成了一系列结构新颖的含氟化合物.在该研究评论中将对此做出小结,并对该领域值得关注的研究方向进行简要的展望.
Applications of Nucleophilic Fluorine Sources in the Selective Fluorofunc-tionalization of Unsaturated Carbon-Carbon Bonds
Introduction of fluorine into organic molecules often causes significant changes in their physical,chemical and biological properties,which result in the wide application of fluorine-containing compounds in many fields of chemistry such as drug discovery,agrochemical development and material science.As a consequence,rapid assembly of fluorinated struc-tures has become one of the most popular research topics in the past decade,which also propelled eminent breakthroughs in related areas.Generally,fluorination methods could be divided into two types according to the fluorinating reagent used,i.e.,electrophilic fluorination and nucleophilic fluorination.Compared with electrophilic fluorination,the reagents used in nucle-ophilic fluorination are usually advantageous in economy and availability.In addition,mild conditions employed in nucleo-philic fluorination also result in wide substrate scope and excellent functional group compatibility.By resorting to transition-metal and photoredox catalysis,as well as visible light promoted reactions,the authors'research group has recently estab-lished a series of selective fluorofunctionalization of unsaturated carbon-carbon bonds with nucleophilic fluorine sources,affording a panel of structurally novel fluorine(s)-embedded molecules.In this account,the authors have systematically summarized their recent work in this area,challenges and directions which deserve future endeavors in this field are also discussed.

nucleophilic fluorine sourcesunsaturated carbon-carbon bondsselectivityfluorofunctionalizationfluorinated compounds

王成强、冯超

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南京工业大学 氟化学应用技术研究所 先进化学制造研究院 化学与分子工程学院材料化学工程国家重点实验室 南京 211816

亲核性氟源 碳碳不饱和键 选择性 氟化官能化 含氟化合物

Distinguished Youth Foundation of Jiangsu Province.项目受国家自然科学基金江苏省杰出青年基金资助

22271151

2024

化学学报
中国化学会 中国科学院上海有机化学研究所

化学学报

CSTPCD北大核心
影响因子:1.401
ISSN:0567-7351
年,卷(期):2024.82(2)
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