Gold-Catalysed Oxyarylation of Styrenes and Mono- and gem-Disubstituted Olefins Facilitated by an Iodine(III) Oxidant

被引:71
|
作者
Ball, Liam T. [1 ]
Lloyd-Jones, Guy C. [1 ]
Russell, Christopher A. [1 ]
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
基金
英国工程与自然科学研究理事会;
关键词
arylation; gold; homogeneous catalysis; hypervalent iodine; styrenes; ORGANOGOLD COMPOUNDS; DIRECT ALKYNYLATION; COUPLING REACTIONS; REAGENT; OXIDATION; REARRANGEMENT; DERIVATIVES; ACTIVATION; REACTIVITY; ALCOHOLS;
D O I
10.1002/chem.201103061
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1-Hydroxy-1,2-benziodoxol-3(1H)-one (IBA) is an efficient terminal oxidant for gold-catalysed, three-component oxyarylation reactions. The use of this iodine(III) reagent expands the scope of oxyarylation to include styrenes and gem-disubstituted olefins, substrates that are incompatible with the previously reported Selectfluor-based methodology. Diverse arylsilane coupling partners can be employed, and in benzotrifluoride, homocoupling is substantially reduced. In addition, the IBA-derived co-products can be recovered and recycled.
引用
收藏
页码:2931 / 2937
页数:7
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