Iodine-Mediated Fluorination of Alkenes with an HF Reagent: Regioselective Synthesis of 2-Fluoroalkyl Iodides

被引:6
|
作者
Kitamura, Tsugio [1 ]
Komoto, Ryuichi [1 ]
Oyamada, Juzo [1 ]
Higashi, Masahiro [2 ]
Kishikawa, Yosuke [2 ]
机构
[1] Saga Univ, Dept Chem & Appl Chem, Saga 8408502, Japan
[2] Daikin Ind Ltd, Settsu, Osaka 5668585, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 24期
关键词
IODOFLUORINATION;
D O I
10.1021/acs.joc.1c02422
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorination reaction of alkenes with iodine and HF center dot pyridine complex (pyr center dot 9HF) was performed under mild conditions in the presence of K2S2O8 or Na2S2O8 as an oxidant. Aliphatic and aromatic alkenes underwent iodofluorination to give the iodofluorinated products with high regioselectivity. The substitution reactions of the iodofluorinated product by nitrogen, sulfur, and oxygen nucleophiles indicated further applications as a building block for synthesis of 2-fluoroalkyl-substituted compounds.
引用
收藏
页码:18300 / 18303
页数:4
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