A simple and convenient synthesis of 4-methyl-3-nitro-2-trihalomethyl-2H-chromenes from N-unsubstituted imines of 2-hydroxyacetophenones and trichloro(trifluoro)ethylidene nitromethanes |
| |
| Authors: | Vladislav Yu. Korotaev Igor B. Kutyashev Evgeniya G. Matochkina |
| |
| Affiliation: | a Department of Chemistry, Ural State University, 620083 Ekaterinburg, Russian Federation
b Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620041 Ekaterinburg, Russian Federation |
| |
| Abstract: | The reaction of N-unsubstituted imines of 2-hydroxyacetophenones with trichloro(trifluoro)ethylidene nitromethanes in the presence of DABCO proceeds via tandem oxa-Michael/aza-Henry additions (in dichloromethane) or aza-Michael addition (in benzene) to give 4-methyl-3-nitro-2-trichloro(trifluoro)methyl-2H-chromenes or 1,1,1-trichloro(trifluoro)-3-nitro-N-[1-(2-hydroxyaryl)ethylidene]propan-2-amines, respectively. |
| |
| Keywords: | 2-Hydroxyacetophenones imines Nitroalkenes Michael addition 4-Methyl-2H-chromenes Trihalomethylated compounds |
| 本文献已被 ScienceDirect 等数据库收录！ |
