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A NOVEL HYPERVALENT IODINE REAGENT PREPARED FROM O-IODOSYLBENZOIC ACID AND TRIFLUOROMETHANESULFONIC ACID - PREPARATION AND REACTIONS OF ALKYNYL(O-CARBOXYPHENYL)IODONIUM TRIFLATES

被引：36
作者：
KITAMURA, T
NAGATA, K
TANIGUCHI, H
机构：
[1] Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University 36, Fukuoka, 812, Hakozaki
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 07期
关键词：
D O I：
10.1016/0040-4039(94)02459-O
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A hypervalent iodine reagent prepared from o-iodosylbenzoic acid and trifluoromethanesulfonic acid (TfOH) (1:2) showed a high reactivity toward aromatic substrates, giving aryl(o-carboxyphenyl)iodonium triflates in goad to high yields. Treatment of the iodine reagent with 1-trimethylsilylalkynes afforded alkynyliodonium triflates bearing carboxy group in high yields. The alkynyliodonium triflates indicated a high efficiency as a Michael acceptor to nucleophiles and the o-carboxyphenyliodonio group behaved as a good leaving group.
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页码：1081 / 1084
页数：4
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