Thiomethylation of indole and haloindole zinc salts

Cindy C Browder, Miguel O. Mitchell, Rhonda L. Smith, Gibran el-Sulayman

Research output: Contribution to journalArticle

36 Scopus citations

Abstract

Thiomethylation of indole and haloindoles has been achieved via their zinc salts. This one-pot reaction uses methyl disulfide as electrophile. Isolation of thiomethylated indole products in moderate yields requires the addition of a thiol (e.g., cysteine hydrochloride) during aqueous workup, facilitating the displacement of the thiomethylated product from a water-insoluble zinc salt.

Original languageEnglish (US)
Pages (from-to)6245-6246
Number of pages2
JournalTetrahedron Letters
Volume34
Issue number39
DOIs
StatePublished - Sep 24 1993
Externally publishedYes

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Keywords

  • 6-bromo-, 6-chloro-, 5-bromo-, and 5-fluoro-3-(thiomethyl)indole
  • indole, thiomethylation of

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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