Publication Date:
2014-02-08
Description:
1,3-Dipolar cycloadditions of isatins, benzylamine and benzylideneacetones were studied to prepare a series of novel spiropyrrolidine-oxindoles – 4′-acetyl-3′,5′-diarylspiro[indoline-3,2′-pyrrolidin]-2-ones and 3′-acetyl-4′,5′-diarylspiro[indoline-3,2′-pyrrolidine]-2-ones in good yields of up to 94% and with good regioselectivities. Regioselectivities are reversible by the addition of water or 4-nitrobenzoic acid, respectively. The substituent effects on the regioselectivity were also investigated. Beilstein J. Org. Chem. 2014, 10, 352–360. doi:10.3762/bjoc.10.33
Keywords:
1,3-dipolar cycloadditionazomethine ylideregioselectivityspirooxindole
Electronic ISSN:
1860-5397
Topics:
Chemistry and Pharmacology
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