Reactivity of a Hypervalent Iodine Trifluoromethylating Reagent toward THF: Ring Opening and Formation of Trifluoromethyl Ethers

被引：64

作者：

Fantasia, Serena ^{[1
]}

Welch, Jan M. ^{[1
]}

Togni, Antonio ^{[1
]}

机构：

[1] ETH, Dept Chem & Appl Biosci, Swiss Fed Inst Technol, CH-8093 Zurich, Switzerland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 05期

关键词：

MILD ELECTROPHILIC TRIFLUOROMETHYLATION; FLUORINE; AGENTS;

D O I：

10.1021/jo9025429

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Trifluoromethyl-1,2-benziodoxol-3-(1H)-one (1) is able to transfer the electrophilic CF3 group to the oxygen atom of THF in the presence of a Lewis or Bronsted acid. This results in a new ring-opening reaction of THF yielding trifluoromethyl ethers. Details of this reaction and the insight gained into the mechanism of action of reagent 1 are reported.

引用

页码：1779 / 1782

页数：4

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