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FeCl 3 ‐Catalyzed [3+2] Cycloaddition Reaction: A Mild Synthetic Approach to Spirooxindolo‐2‐iminothiazolidine Scaffolds
Author(s) -
Bhandari Sonal,
Sakla Akash P.,
Shankaraiah Nagula
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904397
Subject(s) - cycloaddition , intramolecular force , catalysis , oxindole , chemistry , substrate (aquarium) , lewis acids and bases , atom economy , combinatorial chemistry , aryl , reaction conditions , alkyl , medicinal chemistry , stereochemistry , organic chemistry , oceanography , geology
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.