T. Horie, Y. Kawamura, M. Tsukayama
May 25, 1989
Citations
0
Influential Citations
17
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
The 5-methoxy group on 3, 5, 6, 7-tetramethoxyflavones and the 3-methoxy group on 3, 6, 7-trimethoxy-5-tosyloxyflavones were selectively cleaved with anhydrous aluminum bromide in acetonitrile under controlled conditions without the cleavage of benzyloxy groups on the B ring. By the application of these reactions, seven 3, 5-dihydroxy-6, 7-dimethoxyflavones were easily synthesized from the corresponding 3, 5, 6, 7-tetramethoxyflavones which were synthesized from 3, 6-dihydroxy-2, 4-ω-trimethoxyacetophenone by means of the Allan-Robinson reaction followed by methylation.