PREPARATION, MOLECULAR-STRUCTURE, AND DIELS-ALDER CYCLOADDITION CHEMISTRY OF BETA-FUNCTIONALIZED ALKYNYL(PHENYL)IODONIUM SALTS

被引:67
作者
WILLIAMSON, BL [1 ]
STANG, PJ [1 ]
ARIF, AM [1 ]
机构
[1] UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
关键词
D O I
10.1021/ja00060a007
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A variety of functionalized alkynyliodonium salts 4a-o are prepared in good yields via a novel iodonium-transfer process between the appropriate alkynylstannanes 2 and PhI+CN.-OTf. The electron-deficient acetylenes 4 readily undergo cycloaddition reactions at room temperature with endocyclic. exocyclic,and acyclic 1,3-dienes to afford functionalized vinyliodonium adducts of type 5, 6, 7, and 9.
引用
收藏
页码:2590 / 2597
页数:8
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