Abstract
The reactions of 3-nitro-2-trifluoromethyl-and 3-nitro-2-trichloromethyl-2H-chromenes with thiols and aromatic amines proceed via the nucleophilic addition type to the activated double bond to form 2,3,4-trisubstituted chromanes in high yields. The stereoisomeric compositions and structures of the diastereomers were determined by 1H, 19F NMR and 2D NOESY spectroscopies and X-ray diffraction analysis.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 309–321, February, 2006.
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Korotaev, V.Y., Sosnovskikh, V.Y., Kutyashev, I.B. et al. Reactions of 3-nitro-2-trihalomethyl-2H-chromenes with S-and N-nucleophiles. Synthesis and stereochemistry of 2,3,4-trisubstituted chromanes. Russ Chem Bull 55, 317–330 (2006). https://doi.org/10.1007/s11172-006-0255-6
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DOI: https://doi.org/10.1007/s11172-006-0255-6