The synthesis of some novel chromans


Yalcinkaya M., Bilgic O., Bilgic S.

TURKISH JOURNAL OF CHEMISTRY, vol.21, no.3, pp.215-219, 1997 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 21 Issue: 3
  • Publication Date: 1997
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.215-219
  • Eskisehir Osmangazi University Affiliated: No

Abstract

The inverse-electron demanded Diels-Alder reaction of 1-N,N-dimethylaminomethyl-2-naphthol (1) with substituted styrenes were investigated. With 2-, 3-, 4-methylstyrenes, 2-(2'-, 3'- and 4'-methylphenyl)-benzo-5,6-chromans (5, 6 and 7) were obtained in 12, 18 and 53 % yields respectively With 2-: 3- and 4-chlorostyrenes, 2-(2'-, 3'- and 4'-chlorophenyl)-benzo-5,6-chromans (8,9 and 10) were obtained in 8, 20 and 33% yields respectively. With 8-vinyl-pyridine, 2-(4'-pyridyl)-benzo-5,6-chroman (11) was obtained in 48% yield. In all pyrolysis no quinone-methide dimer (4) was encountered.