区域和立体选择性合成新型螺羟吲哚类化合物

Regio-and Stereo-selective Synthesis of Novel Spirooxindole Compounds

2-芳亚甲基苯并[4,5]咪唑并[2,1-b]噻唑-3-酮与甲亚胺叶立德(经靛红与肌氨酸反应在线生成)进行l,3-偶极环加成反应,合成了8个新的螺羟吲哚类化合物.采用元素分析,NMR,IR,质谱以及X射线单晶衍射等多种谱学技术对产物进行详细表征,而产物的晶体结构表明了此类反应具有高度的立体选择性和区域选择性。

A new class of spirooxindole compounds were synthesized by the 1,3-dipolar cycloaddition reaction of 2-arylmethylidene-benzimidazo[2,1-b]thiazol-3-one with azomethine ylide （generated in situ by the reaction of isatin with sarcosine）. The structures of the products were characterized thoroughly by IR, MS, NMR techniques, and elemental analysis together with X-ray crystallographic analysis. The results of crystal diffraction indicated that this 1,3-dipolar cycloaddition proceeded with well both high stereoselectivity and regioselectivity.