A CONVENIENT METHOD FOR THE SELECTIVE ALKYLATION OF BETA-OH GROUPS OF2(3)-HYDROXYJUGLONES AND HYDROXYNAPHTHAZARINES

Authors
ANUFRIEV VP NOVIKOV VL MALINOVSKAYA GV GLAZUNOV VP
Citation
Vp. Anufriev et al., A CONVENIENT METHOD FOR THE SELECTIVE ALKYLATION OF BETA-OH GROUPS OF2(3)-HYDROXYJUGLONES AND HYDROXYNAPHTHAZARINES, Synthetic communications, 27(1), 1997, pp. 119-126
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
27
Issue
1
Year of publication
1997
Pages
119 - 126
Database
ISI
SICI code
0039-7911(1997)27:1<119:ACMFTS>2.0.ZU;2-N
Abstract
Trimethyl- and triethylorthoformates have been used for the selective alkylation of beta-OH groups of 2(3)-hydroxy-3(2)-alkyljuglones, 2-hyd roxy-3-alkyl-, 2-hydroxy-3-chloro-, and 2,3-dihydroxynaphthazarines (1 a-o,3,4). In most cases the corresponding alkoxy compounds (2a-q,5,6) were obtained in good yields. However, when 2-hydroxynaphthazarine (1p ) was used, the formation of monomethineoxonol derivative (9) as the p rincipal product took place.