FeCl 3 ‐Catalyzed [3+2] Cycloaddition Reaction: A Mild Synthetic Approach to Spirooxindolo‐2‐iminothiazolidine Scaffolds

Abstract A facile one‐pot [3+2] cycloaddition reaction for the synthesis of diversely substituted spirooxindolo‐2‐iminothiazolidine scaffolds has been accomplished by employing FeCl 3 as catalyst. This reaction proceeds via Lewis acid‐mediated activation of spiro‐oxindole aziridines to generate a 1,...

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Published inChemistrySelect (Weinheim) Vol. 5; no. 10; pp. 2886 - 2891
Main Authors Bhandari, Sonal, Sakla, Akash P., Shankaraiah, Nagula
Format Journal Article
LanguageEnglish
Published 13.03.2020
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Summary:Abstract A facile one‐pot [3+2] cycloaddition reaction for the synthesis of diversely substituted spirooxindolo‐2‐iminothiazolidine scaffolds has been accomplished by employing FeCl 3 as catalyst. This reaction proceeds via Lewis acid‐mediated activation of spiro‐oxindole aziridines to generate a 1,3‐dipole which undergoes intramolecular cycloaddition with different aryl/alkyl isothiocyantes. The present method offers atom economy, broad substrate scope, good to moderate yields, and wide functional group tolerance. In addition, one of the representative structures was confirmed by single X‐ray crystallography analysis.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201904397