Solid-phase synthesis of 2-cyanoquinazolin-4(3H)-one and 2,3-dihydrooxazolo[2,3-b]quinazolin-5-one derivatives utilizing resin-bound anthranilic acid derivatives

Moon Kook Jeon, Dong Su Kim, Ju La Hyun, Deok-Chan Ha, Young Dae Gong

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

We were able to obtain 2-cyanoquinazolin-4(3H)-ones 11 in 35-60% four-step overall isolated yields and 2,3-dihydrooxazolo[2,3-b]quinazolin-5-ones 12 in 20-71% four-step overall isolated yields utilizing polymer-bound anthranilic acid derivatives 1, and 6-amino-2-cyanoquinazolin-4(3H)-ones 19 in 30-44% six-step overall isolated yields making use of anthranilic acid derivative resin 2 via dithiazole resins 10 and 17. The reactions on solid phase were monitored by single bead ATR-FTIR spectroscopic method.

Original languageEnglish
Pages (from-to)7477-7481
Number of pages5
JournalTetrahedron Letters
Volume46
Issue number44
DOIs
Publication statusPublished - 2005 Oct 31

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Keywords

  • Anthranilic acid
  • Dithiazole
  • Quinazolinone
  • Solid-phase synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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