NBS bromination reactions of dihydronaphthofuran quinones: a new fragmentation type reaction in the chemistry of quinones.
The reactions of isomeric dihydronaphthofuran-quinones of the alpha and beta type, 1 and 5, respectively, with NBS, under visible light, gave unexpected products. These reactions represent a new route to structural types represented by naphtho[1,2-b]furan and naphtho[2,3-b]furan quinones and lead to a new assessment of biosynthetic theory concerning the furan ring in plants.
Ferreira
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Instituto de Química, Universidade Federal Fluminense, Niterói, RJ.
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D005663:Furans / Q000737:chemistry; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction
D005663:Furans; D009285:Naphthoquinones; C073873:naphtho(1,2-b)furan-4,5-dione; C073872:naphtho(2,3-b)furan-4,9-dione