Gold(I)-catalyzed intramolecular acetylenic Schmidt reaction

被引:482
作者
Gorin, DJ [1 ]
Davis, NR [1 ]
Toste, FD [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
D O I
10.1021/ja053804t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Substituted pyrroles were prepared by a gold(I)-catalyzed acetylenic Schmidt reaction of homopropargyl azides. The reaction allows for regiospecific substitution at each position of the pyrrole ring under mild conditions. A mechanism in which azides serve as nucleophiles toward gold(I)-activated alkynes with subsequent gold(I)-aided expulsion of dinitrogen is proposed. Copyright © 2005 American Chemical Society.
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页码:11260 / 11261
页数:2
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