General and facile synthesis of indoles with oxygen-bearing substituents at the benzene moiety

Yoshinori Kondo, Satoshi Kojima, Takao Sakamoto

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123 Citations (Scopus)

Abstract

Indoles with oxygen-bearing substituents such as a methoxy or (triisopropylsilyl)oxy group at all of the positions of the benzene moiety were synthesized by cyclization of tert-butyl methoxy(or (triisopropylsilyl)oxy)-2-((trimethylsilyl)ethynyl)phenyl)carbamates with potassium tert-butoxide in tert-butyl alcohol. The (ethynylphenyl)carbamates were synthesized by the palladium-catalyzed reaction of (trimethylsilyl)acetylene and the corresponding (iodophenyl)carbamates, which were selectively synthesized by directed lithiation of the phenylcarbamates and subsequent iodination.

Original languageEnglish
Pages (from-to)6507-6511
Number of pages5
JournalJournal of Organic Chemistry
Volume62
Issue number19
DOIs
Publication statusPublished - 1997 Jan 1

ASJC Scopus subject areas

  • Organic Chemistry

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