Iodine Catalysis for C(sp3)-H Fluorination with a Nucleophilic Fluorine Source
Iodine Catalysis for C(sp3)-H Fluorination with a Nucleophilic Fluorine Source
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DOI：
10.1002/anie.202004902
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发表时间：
2020-07-10
影响因子：
16.6
通讯作者：
Muniz, Kilian
中科院分区：
文献类型：
--
作者：
Bafaluy, Daniel;Georgieva, Zoritsa;Muniz, Kilian
通过光促进的均相C-H键裂解，发展了碘催化脂肪族氟化反应。酰胺基的中间形成使得C-H官能化可以通过碳中心自由基实现。对于随后的C-F键的形成，以前的方法通常受到亲电氟试剂的要求的限制。我们在这里证明，碳-碘键的中间片段为Upolung奠定了基础，从而建立了一种前所未有的亲核氟化途径。
Iodine catalysis was developed for aliphatic fluorination through light-promoted homolytic C-H bond cleavage. The intermediary formation of amidyl radicals enables selective C-H functionalization via carbon-centered radicals. For the subsequent C-F bond formation, previous methods have typically been limited by a requirement for electrophilic fluorine reagents. We here demonstrate that the intermediary instalment of a carbon-iodine bond sets the stage for an umpolung, thereby establishing an unprecedented nucleophilic fluorination pathway.