Solid-phase synthesis of indolecarboxylates using palladium-catalyzed reactions

Kazuo Yamazaki, Yosuke Nakamura, Yoshinori Kondo

Research output: Contribution to journalArticlepeer-review

103 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)6011-6019
Number of pages9
JournalJournal of Organic Chemistry
Volume68
Issue number15
DOIs
Publication statusPublished - 2003 Jul 25

ASJC Scopus subject areas

  • Organic Chemistry

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