{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Prabhakaran P"],"funding":["Council of Scientific and Industrial Research, India"],"pagination":["10263-10276"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9050375"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["10(17)"],"pubmed_abstract":["A convenient and efficient method for the regioselective macrocyclization of triazole bridged spiropyrrolidine-oxindole, and bis-spiropyrrolizidine-oxindole derivatives was accomplished through intra and self-intermolecular [3 + 2] cycloaddition of azomethine ylides. The chalcone isatin precursors 9a-i required for the click reaction were obtained from the reaction of <i>N</i>-alkylazidoisatin 4 and propargyloxy chalcone 8a-i which in turn were obtained by the aldol condensation of propargyloxy salicylaldehyde 6 and substituted methyl ketones 7a-i. The regio- and stereochemical outcome of the cycloadducts were assigned based on 2D NMR and confirmed by single crystal XRD analysis. High efficiency, mild reaction conditions, high regio- and stereoselectivity, atom economy and operational simp"],"journal":["RSC advances"],"pubmed_title":["Regio- and stereoselective synthesis of spiropyrrolidine-oxindole and bis-spiropyrrolizidine-oxindole grafted macrocycles through [3 + 2] cycloaddition of azomethine ylides."],"pmcid":["PMC9050375"],"funding_grant_id":["09/115(0775)/2014 EMR-I"],"pubmed_authors":["Rajakumar P","Prabhakaran P"],"additional_accession":[]},"is_claimable":false,"name":"Regio- and stereoselective synthesis of spiropyrrolidine-oxindole and bis-spiropyrrolizidine-oxindole grafted macrocycles through [3 + 2] cycloaddition of azomethine ylides.","description":"A convenient and efficient method for the regioselective macrocyclization of triazole bridged spiropyrrolidine-oxindole, and bis-spiropyrrolizidine-oxindole derivatives was accomplished through intra and self-intermolecular [3 + 2] cycloaddition of azomethine ylides. The chalcone isatin precursors 9a-i required for the click reaction were obtained from the reaction of <i>N</i>-alkylazidoisatin 4 and propargyloxy chalcone 8a-i which in turn were obtained by the aldol condensation of propargyloxy salicylaldehyde 6 and substituted methyl ketones 7a-i. The regio- and stereochemical outcome of the cycloadducts were assigned based on 2D NMR and confirmed by single crystal XRD analysis. High efficiency, mild reaction conditions, high regio- and stereoselectivity, atom economy and operational simp","dates":{"release":"2020-01-01T00:00:00Z","publication":"2020 Mar","modification":"2025-04-19T09:17:58.887Z","creation":"2025-04-19T09:17:58.887Z"},"accession":"S-EPMC9050375","cross_references":{"pubmed":["35498613"],"doi":["10.1039/c9ra10463a"]}}