Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/27467
Title: Synthesis of 5-(trifluoromethyl)-5H-chromeno[3,4-b]pyridines from 3-nitro-2-(trifluoromethyl)-2H-chromenes and aminoenones derived from acetylacetone and cyclic amines
Authors: Korotaev, V. Y.
Barkov, A. Y.
Sosnovskikh, V. Ya.
Issue Date: 2013
Citation: Korotaev V. Y. Synthesis of 5-(trifluoromethyl)-5H-chromeno[3,4-b]pyridines from 3-nitro-2-(trifluoromethyl)-2H-chromenes and aminoenones derived from acetylacetone and cyclic amines / V. Y. Korotaev, A. Y. Barkov, V. Ya. Sosnovskikh // Tetrahedron Letters. — 2013. — Vol. 54. — № 24. — P. 3091-3093.
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 β-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. © 2013 Elsevier Ltd. All rights reserved.
Keywords: 3-NITRO-2H-CHROMENES
CHROMANES
CHROMENO[3,4-B]PYRIDINES
MICHAEL ADDITION
PUSH-PULL ENAMINES
4 ACETOACETONYL 3 NITRO 2 (TRIFLUOROMETHYL) 2H CHROMENE DERIVATIVE
5 (TRIFLUOROMETHYL) 5H CHROMENO[3,4 BETA]PYRIDINE DERIVATIVE
ACETYLACETONE
AMINE
CHROMAN DERIVATIVE
CHROMENE DERIVATIVE
METHYL GROUP
PYRIDINE DERIVATIVE
UNCLASSIFIED DRUG
ARTICLE
ATOM
CHEMICAL STRUCTURE
NUCLEOPHILICITY
QUANTUM YIELD
STEREOCHEMISTRY
SYNTHESIS
URI: http://hdl.handle.net/10995/27467
SCOPUS ID: 84877708248
WOS ID: WOS:000319645100016
PURE ID: 902800
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2013.03.137
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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