Synthesis of Novel Spiro Thiazolo[3,2-a][1,3,5]triazines via 1,3-Dipolar Cycloaddition of Azomethine Ylide

The 1,3-dipolar cycloaddition of an azomethine ylide generated by a decarboxylative route from sarcosine and acenaphthenequinone to 7-arylmethylidene-3-aryl-3,4-dihydro-2H-thiazolo[3,2-aJ[1,3,5]triazin-6（7H）-ones afforded novel dispiro[acenaphthylene-1,2’-pyrrolidine]-3＇,7″-[1,3]thiazolo[3,2-a][1,3,...

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Bibliographic Details
Published in:Chinese journal of chemistry 2011, Vol.29 (1), p.97-101
Main Author: Li, Xiaofang Liu, Haochong Zheng, Aiting Li, Zhikui Li, Guobin Yu, Xianyong Yi, Pinggui
Format: Article
Language:English
Subjects:
1,3‐dipolar cycloaddition
2-a
3-dipolar cycloaddition
5]triazine
azomethine ylide
spiroheterocycle
thiazolo
thiazolo[3,2‐a][1,3,5]triazine
X射线晶体分析
偶极环加成反应
区域选择性
叶立德
甲亚胺
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Summary:The 1,3-dipolar cycloaddition of an azomethine ylide generated by a decarboxylative route from sarcosine and acenaphthenequinone to 7-arylmethylidene-3-aryl-3,4-dihydro-2H-thiazolo[3,2-aJ[1,3,5]triazin-6（7H）-ones afforded novel dispiro[acenaphthylene-1,2’-pyrrolidine]-3＇,7″-[1,3]thiazolo[3,2-a][1,3,5]triazines in moderate yields. The structures of the products were determined and characterized thoroughly by NMR, MS, IR, elemental analysis and X-ray crystallographic analysis. The results of experiment indicated that this 1,3-dipolar cycloaddition proceeded with high stereoselectivity and regioselectivity.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201190067