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. (1374). " BISCYCLISATION" SYNTHESIS OF 1,8-DIHYDROXY-9, 1 0- ANTHRAQUINONE (1,8-DHA). , 7(1), -.
. "" BISCYCLISATION" SYNTHESIS OF 1,8-DIHYDROXY-9, 1 0- ANTHRAQUINONE (1,8-DHA)". , 7, 1, 1374, -.
. (1374). '" BISCYCLISATION" SYNTHESIS OF 1,8-DIHYDROXY-9, 1 0- ANTHRAQUINONE (1,8-DHA)', , 7(1), pp. -.
. " BISCYCLISATION" SYNTHESIS OF 1,8-DIHYDROXY-9, 1 0- ANTHRAQUINONE (1,8-DHA). , 1374; 7(1): -.

" BISCYCLISATION" SYNTHESIS OF 1,8-DIHYDROXY-9, 1 0- ANTHRAQUINONE (1,8-DHA)

Journal of Sciences, Islamic Republic of Iran
مقاله 4، دوره 7، شماره 1، خرداد 1996    اصل مقاله (685.81 K)
چکیده
The synthetic route in this work is based on the classical Friedel-Crafts strategy,
and began with 1,4-dimethoxybenzene (I), followed by alkylation and selective
demethylation of 2-methoxy function in 0x0-acid (3). The orthoformylation to
synthesize aldehyde (6) was based on the Reimer-Tieman reaction. Chain extension
of this aldehyde required methylation of the hydroxyl group and condensation with
pyruvic acid which afforded acid (8) in 85% yield. Two steps reduction process of this
acid led to diacid (1 1) in good yield. A direct "biscylisation" of (1 1) afforded diketone
(12) as the main product. This compound was converted to (1,8-DHA), 15, via an
aromatization process
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