An easy and efficient method for the synthesis of 2,2-dialkyl-3-nitrochromene

Ming Chung Yan, Yeong Jiunn Jang, Ching Fa Yao

Research output: Contribution to journalArticle

59 Citations (Scopus)

Abstract

Reactions of salicylaldehyde 1, 1,4-diazabicyclo[2.2.2]octane (DABCO), with β-nitrostyrenes 2, 4, 12, 14, and 16, respectively, in the absence of solvent at 40°C gave high yields of 3-nitro-chromenes. Only 96% of trans-3-nitro-4-hydroxyflavans 7 or 98% of 10 were isolated when compounds 6 or 9 reacted with 1 and DABCO under similar conditions. When the reaction temperature was increased to 90°C, 7 and 10 underwent dehydration to generate 74% of 8 and 89% of 11.

Original languageEnglish
Pages (from-to)2717-2721
Number of pages5
JournalTetrahedron Letters
Volume42
Issue number14
DOIs
Publication statusPublished - 2001 Apr 2

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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