Synthesis of Novel Spiro Thiazolotriazole Derivatives via 1,3-Dipolar Cycloaddition of Azomethine Ylide

The 1,3‐dipolar cycloaddition of azomethine ylide generated in situ from isatin and sarcosine to 5‐arylmethylidene thiazolo[3,2‐b][1,2,4]triazol‐6(5H)‐ones afforded novel 1′‐methyl‐4′‐aryldispiro[indole‐3,2′‐pyrrolidine‐3′,5″‐[1,3]thiazolo[3,2‐b][1,2,4]triazole]‐2,6″ (1H)‐diones in moderate yields....

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Published inJournal of heterocyclic chemistry Vol. 49; no. 5; pp. 1050 - 1053
Main Authors Xiaofang, Li, Bin, Liu, Haochong, Liu, Xianyong, Yu, Pinggui, Yi
Format Journal Article
LanguageEnglish
Published HOBOKEN Blackwell Publishing Ltd 01.09.2012
Wiley
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Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Spectrum analysis
REGIOSELECTIVE-SYNTHESIS
PYRIDO-PYRROLIZINES
STEREOSELECTIVE-SYNTHESIS
DISCOVERY
NITRILE OXIDE
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Summary:The 1,3‐dipolar cycloaddition of azomethine ylide generated in situ from isatin and sarcosine to 5‐arylmethylidene thiazolo[3,2‐b][1,2,4]triazol‐6(5H)‐ones afforded novel 1′‐methyl‐4′‐aryldispiro[indole‐3,2′‐pyrrolidine‐3′,5″‐[1,3]thiazolo[3,2‐b][1,2,4]triazole]‐2,6″ (1H)‐diones in moderate yields. The structures of all the products were characterized thoroughly by NMR, infrared spectroscopy (IR), mass spectroscopy (MS) elemental analysis together with X‐ray crystallographic analysis.
Bibliography:ArticleID:JHET925
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content type line 14
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.925