A convenient one-pot preparation of 2-methyl-3-(phenylthiomethyl) quinolines from morita-baylis-hillman adducts and their oxidation to the corresponding sulfones

Chintakunta Ramesh, Po Min Lei, Veerababurao Kavala, Chun Wei Kuo, Ching Fa Yao

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5 Citations (Scopus)

Abstract

A convenient one-pot preparation of 2-methyl-3-(phenylthiomethyl)quinolines from Morita-Baylis-Hillman adducts via conjugate addition of thiols followed by reductive cyclization with Fe/AcOH was developed. The 2-methyl-3- (phenylthiomethyl)quinolines were transformed into 2-methyl-3- (phenylsulfonylmethyl)quinolines via m-CPBA-mediated oxidation

Original languageEnglish
Pages (from-to)5081-5094
Number of pages14
JournalMolecules
Volume17
Issue number5
DOIs
Publication statusPublished - 2012 May 1

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Keywords

  • Fe/AcOH
  • Morita-Baylis-Hillman adducts
  • One-pot procedure
  • Quinolines
  • Reductive cyclization

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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