Reactions of 3-nitro-2-trihalomethyl-2H-chromenes with indole, N-methylindole,and N-methylpyrrole. Stereoselective synthesis of 4-azolyl-3-nitro-2-trihalomethylchromanes |
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Authors: | V. Yu. Korotaev V. Ya. Sosnovskikh I. B. Kutyashev |
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Affiliation: | (1) A. M. Gor’kii Ural State University, 51 prosp. Lenina, 620083 Ekaterinburg, Russian Federation |
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Abstract: | Heating of 3-nitro-2-trifluoromethyl-and 3-nitro-2-trichloromethyl-2H-chromenes with indole, N-methylindole, and N-methylpyrrole under solvent-free conditions led with high stereoselectivity and in good yields to cis-trans-3-nitro-2-trifluoromethyl-or trans-cis-3-nitro-2-trichloromethylchromanes substituted by the indol-3-yl (pyrrol-2-yl) fragment in position 4. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1985–1990, October, 2007. |
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Keywords: | chromenes chromanes indoles N-methylpyrrole stereoselectivity diastereomers NMR spectroscopy |
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