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Synthesis and some transformations of new 9-furylnaphtho[2,3-b]furan derivatives |
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| Authors: | Alexander V. Butin Vladimir V. Mel'chin Wolfgang Bender Gennady D. Krapivin |
| Affiliation: | a Research Institute of Heterocyclic Compounds Chemistry, Kuban State University of Technology, Moskovskaya st. 2, Krasnodar 350072, Russia b North-Ossetian State University, Vatutina 46, Vladikavkaz 362025, Russia c Bayer HealthCare AG, D-51368 Leverkusen, Germany |
| Abstract: | The synthesis of a number of naphtho[2,3-b]furan derivatives, containing a furyl substituent in position 9 by intramolecular cyclization of 2-carboxy and 2-formylbis(5-alkylfur-2-yl)methanes is described. The reactivity of the title compounds in formylation, acetylation, nitration, and oxidation reactions has been investigated. It was shown that nitration of 2-methyl-9-(5-methyl-2-furyl)naphtho[2,3-b]furan-4-yl acetate leads to oxidative furan ring opening rather than to electrophilic substitution. |
| Keywords: | Furan Cyclization 9-Furylnaphtho[2,3-b]furan |
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