Synthesis of chromans from the reaction of o-quinone methide precursor with substituted styrenes

Bilgic S., Bilgic O., Bueyuekkidan B., Guendueza M.

JOURNAL OF CHEMICAL RESEARCH-S, no.2, pp.76-79, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: Issue: 2
  • Publication Date: 2007
  • Doi Number: 10.3184/030823407x198131
  • Journal Name: JOURNAL OF CHEMICAL RESEARCH-S
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.76-79
  • Eskisehir Osmangazi University Affiliated: No

Abstract

In this work, the inverse-electron demanded Diels-Alder cycloaddition reaction of 1-dimethylaminomethyl-2-naphthol and 2-dimethylaminomethyl-4,5-dimethylphenol with (un)substituted styrenes were investigated. 3,4-Dihydro 2-(un)substitutedphenyl-2H-benzo[f]chromenes and 2-(un)substitutedphenyl-6,7-dimethylchromans were isolated from the reaction of 1-dimethylaminomethyl-2-naphthol and 2-dimethylaminomethyl-4,5-dimethylphenol with (un)substituted styrenes. The yields of the Mannich bases and the reactions of them with (un)substituted styrene appeared to be increased from ortho- to para-substitution.