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

作　　者：李筱芳[1,2] 于贤勇[1] 冯亚青[2] 

机构地区：[1]湖南科技大学理论化学与分子模拟省部共建教育部重点实验室分子构效关系湖南省普通高等学校重点实验室,湘潭411201 [2]天津大学化工学院应用化学系,天津300072

出　　处：《有机化学》2009年第7期1129-1132,共4页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.0772027;20803020);中国博士后科学基金(No.20070410805);湖南科技大学博士基金(No.E50839)资助项目

摘　　要：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.

关 键 词：螺羟吲哚 环加成 甲亚胺叶立德 晶体结构 

分 类 号：O626[理学—有机化学]