Zinc-gold cooperative catalysis for the direct alkynylation of benzofurans

被引:47
|
作者
Li, Yifan [1 ]
Waser, Jerome [1 ]
机构
[1] Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, EPFL SB ISIC LCSO, CH-1015 Lausanne, Switzerland
关键词
alkynylation; benzofurans; cooperative catalysis; direct functionalization; gold catalysis; hypervalent iodine; HYPERVALENT IODINE REAGENTS; BENZIODOXOLONES; ACTIVATION; THIOPHENES;
D O I
10.3762/bjoc.9.204
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct alkynylation of benzofurans was achieved for the first time using the hypervalent iodine reagent 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) based on the cooperative effect between a gold catalyst and a zinc Lewis acid. High selectivity was observed for C2-alkynylation of benzofurans substituted with alkyl, aryl, halogen and ether groups. The reaction was also successful in the case of the more complex drug 8-methoxypsoralen (8-MOP).
引用
收藏
页码:1763 / 1767
页数:5
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