The Synthesis of Some Novel Chromans

Authors

M. YALÇINKAYA
O. BİLGİÇ
S. BİLGİÇ

DOI

-

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 4-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.

First Page

215

Last Page

219

Recommended Citation

YALÇINKAYA, M.; BİLGİÇ, O.; and BİLGİÇ, S. (1997) "The Synthesis of Some Novel Chromans," Turkish Journal of Chemistry: Vol. 21: No. 3, Article 10. Available at: https://journals.tubitak.gov.tr/chem/vol21/iss3/10