V. Y. Korotaev, A. Barkov, V. Sosnovskikh
Jun 12, 2013
Citations
0
Influential Citations
9
Citations
Journal
Tetrahedron Letters
Abstract
Reactions of 3-nitro-2H-chromenes with aminoenones derived from acetylacetone and cyclic amines proceed diastereoselectively to give functionalized 2,3,4-trisubstituted chromanes as a result of nucleophilic addition of the vinylogous b-methyl group at the C-4 atom of the chromene system. From these compounds, under acidic conditions, 5-(trifluoromethyl)-5H-chromeno[3,4-b]pyridines and 4-acetoacetonyl-3-nitro-2-(trichloromethyl/phenyl)chromanes, depending on the substituent at the 2-position, were obtained in moderate to good yields.