Reactions of 3-nitro-2-trihalomethyl-2H-chromenes with S-and N-nucleophiles. Synthesis and stereochemistry of 2,3,4-trisubstituted chromanes |
| |
Authors: | V. Yu. Korotaev V. Ya. Sosnovskikh I. B. Kutyashev M. I. Kodess |
| |
Affiliation: | (1) A. M. Gorky Ural State University, 51 prosp. Lenina, 620083 Ekaterinburg, Russian Federation;(2) I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 20 ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation |
| |
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. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 309–321, February, 2006. |
| |
Keywords: | 2H-chromenes chromanes S-and N-nucleophiles Michael reaction diastereomers conformers NMR spectroscopy X-ray diffraction analysis |
本文献已被 SpringerLink 等数据库收录! |
|