M. Yılmaz, Neşe Uzunalioğlu, A. Pekel
Sep 12, 2005
Citations
0
Influential Citations
34
Citations
Journal
Tetrahedron
Abstract
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.