Manganese(III) acetate based oxidative cyclizations of 3-oxopropanenitriles with conjugated alkenes and synthesis of 4,5-dihydrofuran-3-carbonitriles containing heterocycles |
| |
Authors: | Mehmet Y?lmaz Nese Uzunalioglu A Tar?k Pekel |
| |
Institution: | Department of Chemistry, Science Faculty, Ankara University, Tandogan, 06100 Ankara, Turkey |
| |
Abstract: | 4,5-Dihydrofuran-3-carbonitriles 3a-i were obtained through oxidative cyclizations of 3-oxo-3-phenylpropanenitrile 1a, 3-oxo-3-thien-2-ylpropanenitrile 1b, 3-(2-furyl)-3-oxopropanenitirle 1c, 3-(1-benzofuran-2-yl)-3-oxopropanenitrile 1d, and 4,4-dimethyl-3-oxopropanenitrile 1e mediated manganese(III) acetate with 1,1-diphenyl-1-butene 2a and 1,2-diphenyl-1-pentene 2b. The treatments of these 3-oxopropanenitriles with 2-thienyl substituted alkenes such as 2-(E)-2-phenylvinyl]thiophene 2c, 2-(E)-1-methyl-2-phenylvinyl]thiophene 2d, and 2-(1-phenylvinyl)thiophene 2e formed 5-(2-thienyl)-4,5-dihydrofuran-3-carbonitriles 3j-r in good yields (45-93%). As a result, 2-thienyl substituted alkenes formed products in higher yields than phenyl substituted derivatives. |
| |
Keywords: | Manganese(III) acetate Oxidative cyclization Heterocycles 4 5-Dihydrofuran-3-carbonitrile 3-Oxopropanenitrile Conjugated alkene |
本文献已被 ScienceDirect 等数据库收录! |
|