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Synthesis of dispiro[oxindole‐pyrrolidine]‐thiazolo[3,2‐ a ][1,3,5]triazines by 1,3‐dipolar cycloaddition
Author(s) -
Li Xiaofang,
Li Zhikui,
Zheng Aiting,
Li Guobin,
Yu Xianyong,
Yi Pinggui
Publication year - 2011
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.647
Subject(s) - chemistry , pyrrolidine , sarcosine , cycloaddition , oxindole , azomethine ylide , isatin , regioselectivity , 1,3 dipolar cycloaddition , stereoselectivity , ylide , medicinal chemistry , stereochemistry , organic chemistry , catalysis , glycine , biochemistry , amino acid
The 1,3‐dipolar cycloaddition of an azomethine ylide generated by a decarboxylative route from sarcosine and isatin to 7‐arylmethylidene‐3‐aryl‐3,4‐dihydro‐2 H ‐thiazolo[3,2‐ a ][1,3,5]triazin‐6(7H)‐ones afforded novel dispiro[oxindole‐pyrrolidine]‐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, and elemental analysis. The results of experiment indicated that this 1,3‐dipolar cycloaddition proceeded with high stereoselectivity and regioselectivity. J. Heterocyclic Chem., (2011).