Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles.
Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles.
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DOI：
10.1021/acs.orglett.0c02238.s001
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发表时间：
2020-07
期刊：
影响因子：
5.2
通讯作者：
A. Vasilopoulos;Dung L. Golden;Joshua A. Buss;S. Stahl
中科院分区：
文献类型：
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作者：
A. Vasilopoulos;Dung L. Golden;Joshua A. Buss;S. Stahl
苄基C-H键的位点选择性转化为不同的功能基团是通过铜催化的C-H取代与N-氟苯磺酰亚胺（NFSI），然后取代所得的氟化物与各种亲核试剂。在这些反应中生成的苄基氟化物在氢键供体或刘易斯酸存在下是反应性亲电体，允许它们在C-O、C-N和C-C偶联反应中不经分离而使用。
Site-selective transformation of benzylic C-H bonds into diverse functional groups is achieved via Cu-catalyzed C-H fluorination with N-fluorobenzenesulfonimide (NFSI), followed by substitution of the resulting fluoride with various nucleophiles. The benzyl fluorides generated in these reactions are reactive electrophiles in the presence of hydrogen-bond donors or Lewis acids, allowing them to be used without isolation in C-O, C-N, and C-C coupling reactions.