An annulative approach to highly substituted indoles: Unusual effect of phenolic additives on the success of the arylation of ketone enolates

被引:167
作者
Rutherford, JL [1 ]
Rainka, MP [1 ]
Buchwald, SL [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ja0288993
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel palladium-catalyzed arylation of ketone enolates with o-nitrohaloarenes was achieved through the addition of phenol additives. The mild reaction conditions employed allowed for the inclusion of a wide variety of functional groups in both substrates to be tolerated. The products of this reaction were then readily reductively cyclized to give highly substituted indoles in moderate to excellent overall yields. Copyright © 2002 American Chemical Society.
引用
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页码:15168 / 15169
页数:2
相关论文
共 22 条
[21]   Indole synthesis via palladium-catalyzed intramolecular cyclization of alkynes and imines [J].
Takeda, A ;
Kamijo, S ;
Yamamoto, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (23) :5662-5663
[22]   Indole synthesis by radical cyclization of o-alkenylphenyl isocyanides and its application to the total synthesis of natural products [J].
Tokuyama, H ;
Fukuyama, T .
CHEMICAL RECORD, 2002, 2 (01) :37-45