臺灣博碩士論文加值系統

β-nitrostyrene 及其相關雜環化合物可和格里納試劑於低溫下反應生
成1,4-加成體,若將此1,4-加成體加入冰浴的稀鹽酸水溶液中則產生
nitroalkanes。倘加入冰浴濃硫酸水溶液則生成carboxyic acids。但如
果使用冰浴濃鹵酸水溶液則可產生hydroximoylhalides。Hyroximoyl
halides可轉變成nitrile oxides,與不飽和之烯類化合物進行1,4-加成反
應在合成上應用廣泛。

Reactions of β-nitrostyrene and Grignard Reagents gave
1,4-adducts(nitronates) at -20 ℃.Futher manipulation of the
nitronate were demostrated as follows:(1) treatment of the
nitronates with 0 ℃ 5% HCl(aq) generated nitroalkanes. (2)
tretment of the nitronates with 0 ℃ 85% H2SO4(aq)generated
caboxylic acids. (3) tretment of the nitronates with 0℃ conc.
HX(aq) generated hydroximoyl halides. Hydroximoyl halides could
convert to nitrile oxide in the presence of base such as
triethyl amine, followed by 1,3-dipolar cycloaddition with
alkenes or alkynes to give 2-isoxazolines or isoxazoles.