Site-Selective Iodine Atom Transfer in Fluorinated Alkyl Iodides via 1,5-Hydrogen Atom Transfer
Site-Selective Iodine Atom Transfer in Fluorinated Alkyl Iodides via 1,5-Hydrogen Atom Transfer
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通过 1,5-氢原子转移在氟化烷基碘中进行位点选择性碘原子转移
DOI：
10.1039/d2cc02803d
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发表时间：
2022
影响因子：
4.9
通讯作者：
Kiyofumi Inamoto
中科院分区：
文献类型：
--
作者：
Masahiro Abe;Yuka Yokoi;Aoi Hirata;Yumeno Matsuoka;Tetsutaro Kimachi;Kiyofumi Inamoto
通过分子内氢原子转移(HAT)使惰性C-H键直接和选择性官能化是有机合成中日益强大的工具。在本论文中，我们设计了一种通过1，5-HAT在氟代烷基碘中实现碘原子转移的方法。我们的方法使非活性C(SP3)-H键的位置选择性碘化能够以良好的产率获得二氟和三氟烷基碘。此外，我们的工艺表现出极好的原子经济性和高的官能团耐受性，包括甲基、甲氧基、氯、氰基和硅基。
The direct and selective functionalization of inert C–H bonds via intramolecular hydrogen atom transfer (HAT) is an increasingly powerful tool in organic synthesis. Herein, we designed an efficient and facile iodine atom transfer in fluorinated alkyl iodides via 1,5-HAT. Our process enables site-selective iodination of unreactive C(sp3)–H bonds to afford di- and tri-fluorinated alkyl iodides in good yields. Furthermore, our process shows excellent atom economy and high functional group tolerance, including methyl, methoxy, chloro, cyano, and silyl moieties.