A synthetic application of methylthioacetonitrile. I. A synthesis of cis- and trans-.BETA.-arylacrylonitriles, .BETA.,.GAMMA.-unsaturated nitriles and carbonyl compounds.

DOI Web Site

この論文をさがす

抄録

The Knoevenagel condensation of methylthioacetonitrile with carbonyl compounds such as benzaldehyde, cyclopentanone, phenylacetone, was examined to give the corresponding α-methylthio unsaturated nitriles. Desulfurization of β-aryl-α-methylthioacrylonitriles (5a-f) with Raney Nickel afforded cis-β-arylacrylonitriles (6a-f). Reduction of 5a-c with sodium borohydride gave α-methylthiophenylpropionitriles (7a-c), which were converted to trans-cinnamonitriles (9a-c). α-Methylthio-α, β-unsaturated nitriles (11a-d) were lead to α-ethyl-α-methylthio-β, γ-unsaturated nitriles (12a-d). Furthermore, the α-methylthiophenylpropionitrile (7b) was converted to 4-methoxybenzyl methyl ketone.

収録刊行物

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ