Solid-phase synthesis of indolecarboxylates using palladium-catalyzed reactions

被引:91
作者
Yamazaki, K [1 ]
Nakamura, Y [1 ]
Kondo, Y [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1021/jo0340307
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polymer-supported, palladium-catalyzed cyclization reactions effectively synthesized indolecarboxylates. Palladium-catalyzed carbon-carbon bond-forming reactions of immobilized enaminoesters followed by transesterification yielded indole 2- or 3-carboxylates with various functional groups on the benzene ring. Indolecarboxylates were efficiently cyclized via an intramolecular palladium-catalyzed amination reaction of immobilized N-substituted dehydrohalophenylalanines, and immobilized N-acetyl-dehydroalanines were efficiently converted into indolecarboxylates via tandem Heck-amination reactions.
引用
收藏
页码:6011 / 6019
页数:9
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