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Note | Regular issue | Vol 48, No. 12, 1998, pp.2647-2652
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8316
New Efficient Syntheses of 6,7-Dibromoquinoline-5,8-diones

Han Young Choi, Byoung Se Lee, Dae Yoon Chi,* and Dong Jin Kim*

*Department of Chemistry and Chemical Dynamic Center, Inha University, 253, Yonghyundong Namgu, Inchon 402-751, Korea

Abstract

Key intermediates for potential antitumor or antifungal agents, 2- and 3-methyl-6,7-dibromoquinoline-5,8-diones have been synthesized from 2,5-dimethoxyaniline and acrolein derivatives in three-step-one-pot with 38-41% isolation yields using Skraup reaction. The three steps are ring formation of quinoline, didemethylation, and oxidation of hydroquinone including dibromination on C6 and C7 positions.