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Regioselective synthesis of novel spiroheterocyclic framework via the 1,3-dipolar cycloaddition

✍ Scribed by Xiaofen Hu; Yaqing Feng; Kangjian Qiao; Weiyi Zhou

Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 98 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430112

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✦ Synopsis

Abstract

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A series of novel dispiro[oxindole‐fused pyrimidine]pyrrolidine ring systems 4a‐f were synthesized by the regioselective 1,3‐dipolar cycloaddition reaction of the 2‐arylmethylene‐7‐benzyl‐9‐(benzylidene)tetrahydropyrido[4,3‐d]thiazolo[3,2‐a]pyrimidin‐3‐ones 1a‐f with azomethine ylides, generating by the decarboxylative route from isatin 2 and sarcosine 3, in moderate to good yields. The regiochemistry of designed dispiroheterocyclic compounds 4a‐f was established by single crystal X‐ray structure and spectroscopic techniques.

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