STUDIES OF CHROMENES .11. 3-SUBSTITUTION OF 7-METHOXY-2,1-DIMETHYLCHROMAN-4-ONE WITHOUT RING-OPENING VIA 3-BROMINATION

Authors
AKUAMOAH RK BROWN PE MARCUS WY STEELE JE
Citation
Rk. Akuamoah et al., STUDIES OF CHROMENES .11. 3-SUBSTITUTION OF 7-METHOXY-2,1-DIMETHYLCHROMAN-4-ONE WITHOUT RING-OPENING VIA 3-BROMINATION, Journal of the Chemical Society. Perkin transactions. I, (3), 1995, pp. 197-201
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
3
Year of publication
1995
Pages
197 - 201
Database
ISI
SICI code
0300-922X(1995):3<197:SOC.3O>2.0.ZU;2-A
Abstract
3-Bromination of 7-methoxy-2,2-dimethylchroman-4-one 3a stabilises the anion 2a obtained on deprotonation with LDA sufficiently for 3-alkyla tion to take place without the usual ring-opening. Methylation in the presence of copper(I) bromide results in 3,3-dimethylation in good yie ld.