One-Pot Synthesis of Hypervalent Iodine Reagents for Electrophilic Trifluoromethylation

被引:148
作者
Matousek, Vaclav [1 ]
Pietrasiak, Ewa [1 ]
Schwenk, Rino [1 ]
Togni, Antonio [1 ]
机构
[1] ETH, Dept Chem & Appl Biosci, Swiss Fed Inst Technol, CH-8093 Zurich, Switzerland
关键词
COPPER-CATALYZED TRIFLUOROMETHYLATION; FLUORINE; REACTIVITY; ALKENES; ETHERS; ARYL;
D O I
10.1021/jo400774u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Simplified syntheses suited for large scale preparations of the two hypervalent iodine reagents 1 and 2 for electrophilic trifluoromethylation are reported. In both cases, the stoichiometric oxidants sodium metaperiodate and tertbutyl hypochlorite have been replaced by trichloroisocyanuric acid. Reagent 1 is accessible in a one pot procedure from 2-iodobenzoic acid in 72% yield. Reagent 2 was prepared via fluoroiodane 11 in a considerably shorter reaction time and with no need of an accurate temperature control.
引用
收藏
页码:6763 / 6768
页数:6
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