作者:Arun K. Gupta、Hirlyakkanavar Ila、Hiriyakkanavar Junjappa
DOI:10.1016/0040-4020(89)80149-8
日期:1989.1
The Diels-Alder cycloadditions of the acyclic and cyclic vinylketene dithloacetals prepared from the corresponding oxoketene dithioacetals either by 1,2-addition of methylmagnesium iodide and subsequent dehydration or by Wlttig reaction, were studied. Thus and underwent facile [4+2] cycloaddition with maleic anhydride followed by elimination of methylmercaptan and subsequent aromatization through dehydrogenation
研究了由相应的氧杂环丁烯二硫缩醛制备的无环和环状乙烯基乙烯酮二乙缩醛的Diels-Alder环加成反应,方法是通过1,2-碘化甲基碘化镁并随后脱水或通过Wlttig反应。因此,用顺丁烯二酸酐容易地进行[4 + 2]环加成,然后消除甲基硫醇,然后通过脱氢进行芳构化,得到5-芳基/甲基-3-正乙基硫代邻苯二甲酸酐(),相应的四氢萘()和二氢菲()衍生物。产量。乙烯酮二硫缩醛和从更高的烷基酮衍生,在otherhand,后行顺序[4 + 2]与马来酸酐的两个摩尔环加成,得到双环加合物和分别,而二硫的环加成和与得到相应的取代的邻苯二甲酸酯二甲基乙炔二羧酸酯和以良好的收率。二烯烃被认为是对像丙烯腈,丙烯酸乙酯和甲基乙烯基酮较弱的亲二烯反应性。