高价碘三氟甲基化试剂对四氢呋喃的反应性：开环和三氟甲基醚的形成。
Reactivity of a hypervalent iodine trifluoromethylating reagent toward THF: ring opening and formation of trifluoromethyl ethers.
机构信息
Department of Chemistry and Applied Bioscience, Swiss Federal Institute of Technology, ETH Zurich, 8093 Zurich, Switzerland.
出版信息
J Org Chem. 2010 Mar 5;75(5):1779-82. doi: 10.1021/jo9025429.
PMID:20121229
Abstract
1-Trifluoromethyl-1,2-benziodoxol-3-(1H)-one (1) is able to transfer the electrophilic CF(3) 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.
摘要
三氟甲基-1,2-苯并碘杂环戊烯-3-(1H)-酮（1）在路易斯酸或布朗斯台德酸的存在下能够将亲电的 CF3 基团转移到 THF 的氧原子上。这导致 THF 的新的开环反应，生成三氟甲基醚。报道了该反应的详细情况以及对试剂 1 作用机制的深入了解。
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