CuI-Catalyzed Pentafluoroethylation of Aryl Iodides in the Presence of Tetrafluoroethylene and Cesium Fluoride: Determining the Route to the Key Pentafluoroethyl CuI Intermediate

被引：39

作者：

Ohashi, Masato ^{[1
]}

Ishida, Naoyoshi ^{[1
]}

Ando, Kota ^{[1
]}

Hashimoto, Yu ^{[1
]}

Shigaki, Anna ^{[1
]}

Kikushima, Kotaro ^{[1
]}

Ogoshi, Sensuke ^{[1
]}

机构：

[1] Osaka Univ, Dept Appl Chem, Fac Engn, Suita, Osaka 5650871, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 39期

关键词：

catalytic reaction; copper; fluorine; fluorocupration; pentafluoroethylation; TRIFLUOROMETHYLATION REACTIONS; MEDICINAL CHEMISTRY; ARYLBORONIC ACIDS; CONVENIENT METHOD; BOND ACTIVATION; COPPER REAGENT; COMPLEXES; DERIVATIVES; ALKYNES; BROMIDES;

D O I：

10.1002/chem.201802415

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Cu(I)-catalyzed pentafluoroethylation of iodoarenes via the fluorocupration of tetrafluoroethylene (TFE) is disclosed. The active species, (phen)CuC2F5, was isolated and its molecular structure confirmed by a single-crystal X-ray diffraction analysis. The key to the successful suppression of the competing oligomerization of TFE is to refrain from stirring the reaction mixture. A mechanistic study clearly discarded the possibility that the catalytic reaction proceeds via a radical pathway.

引用

页码：9794 / 9798

页数：5

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