New efficient syntheses of 6,7-dibromoquinoline-5,8-diones

Authors
Choi, HY Lee, BS Chi, DY Kim, DJ
Citation
Hy. Choi et al., New efficient syntheses of 6,7-dibromoquinoline-5,8-diones, HETEROCYCLE, 48(12), 1998, pp. 2647-2652
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
48
Issue
12
Year of publication
1998
Pages
2647 - 2652
Database
ISI
SICI code
0385-5414(199812)48:12<2647:NESO6>2.0.ZU;2-W
Abstract
Key intermediates for potential antitumor or antifungal agents, 2- and 3-me thyl-6,7-dibromoquinoline-5,8-diones have been synthesized from 2,5-dimetho xyaniline and acrolein derivatives in three-step-one-pot with 38-41% isolat ion yields using Skraup reaction. The three steps are ring formation of qui noline, didemethylation, and oxidation of hydroquinone including dibrominat ion on C6 and C7 positions.