Extending Pummerer reaction chemistry. Application to the oxidative cyclization of indole derivatives

Ken S. Feldman, Daniela Boneva Vidulova

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

Matrix presented. Treatment of 2-(phenylsulfinyl)indoles bearing a pendant nucleophile at C(3) with Tf2O/lutidine triggers a Pummerer-like cyclization to furnish 3,3-spirocyclic-2-(phenylthio)indolenine products, which can, in turn, be hydrolyzed to 3,3-spirocyclic oxindoles.

Original languageEnglish (US)
Pages (from-to)1869-1871
Number of pages3
JournalOrganic Letters
Volume6
Issue number11
DOIs
StatePublished - May 27 2004

Fingerprint

Bearings (structural)
Indoles
Nucleophiles
nucleophiles
Cyclization
indoles
actuators
chemistry
Derivatives
products
matrices
oxindole
indole

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Feldman, Ken S. ; Vidulova, Daniela Boneva. / Extending Pummerer reaction chemistry. Application to the oxidative cyclization of indole derivatives. In: Organic Letters. 2004 ; Vol. 6, No. 11. pp. 1869-1871.
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Extending Pummerer reaction chemistry. Application to the oxidative cyclization of indole derivatives. / Feldman, Ken S.; Vidulova, Daniela Boneva.

In: Organic Letters, Vol. 6, No. 11, 27.05.2004, p. 1869-1871.

Research output: Contribution to journalArticle

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