- Synthesis of 2-substituted furanonaphthoquinones using directed metalation and cross coupling reactions
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A synthetic method for the preparation of C-2 substituted furanonaphthoquinones from ortholithium-benzamide and the 2-furan- carboxaldehyde derivative is described. Four 2-alkyl-furanonaphthoquinones and the 2-phenyl-substituted were prepared via phathalide. This route has been shown to be general application to the synthesis of furanonaphthoquinones.
- Starling, Sergia M.,Raslan, Delio S.,De Oliveira, Alaide B.
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p. 1013 - 1030
(2007/10/03)
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- Preparation des acides alkyl et arylalkyl-5 methyl-2 benzofurannedicarboxyliques-6,7. Application a la synthese de derives de nouveaux heterocycles
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Direct formation of 5-alkyl or arylalkyl 2-methylbenzofuran 6,7-dicarboxylic acid derivatives from Diels-Alder adducts of 5-alkyl or arylalkyl 2-acetonylfurans and dimethyl acetylenedicarboxylate is promoted by boron trifluoride etherate in methylene chloride at room temperature.The structures of these new compounds were established from their 1H and 13C nmr spectra.In 1,1,2,2-tetrachloroethane and in the presence of aluminium chloride, 5-arylalkylbenzofuran anhydrides undergo an intramolecular Friedel-Crafts acylations leading to new polycyclic benzofuran derivatives.
- Cabares, Jacques,Mavoungou-Gomes, Louis
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p. 401 - 412
(2007/10/02)
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- THE SYNTHESIS OF 2,5-DISUBSTITUTED FURANS
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The dianion derived from the oxime of furfuraldehyde (1) reacts with electrophiles at the 5-position of the furan ring; subsequent hydrolysis of the oxime provides a useful method for the synthesis of 2,5-disubstituted furans.
- Ager, David J.
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p. 5441 - 5444
(2007/10/02)
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