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Synthesis of trispiro[oxindole‐pyrrolidine]‐cyclopentanone‐isoxazolines by 1,3‐dipolar cycloaddition
Author(s) -
Li Xiaofang,
Zheng Aiting,
Liu Bin,
Yu Xianyong,
Yi Pinggui
Publication year - 2010
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.443
Subject(s) - chemistry , pyrrolidine , cyclopentanone , oxindole , cycloaddition , azomethine ylide , stereoselectivity , sarcosine , nitrile , 1,3 dipolar cycloaddition , isatin , 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 2,5‐bis(arylmethylidene)‐cyclopentanones afforded novel dispiro oxindole/pyrrolidines in moderate yields. Further cycloaddition of these dispiro oxindole/pyrrolidines with nitrile oxide afforded trispiro[oxindole‐pyrrolidine]‐cyclopentanone‐isoxazolines in moderate yields with high regio‐ and stereoselectivity. J. Heterocyclic Chem., (2010).