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Article Abstract

A convenient and versatile one-pot method for synthesis of 1,3-bis-aryl spirooxindolo-β-lactams from isatin Schiff bases and substituted phenylacetic acids using ketene-imine cycloaddition reaction with TsCl for a ketene generation has been developed. The reaction procedure does not require absolute solvents and unstable starting reagents. The studied reactions lead to -diastereoselective β-lactam formation for all tested phenylacetic acids except 4-MeOCHCHCOOH. An increase of -diastereomers yields with increasing temperature and solvent polarity was demonstrated.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8427784PMC
http://dx.doi.org/10.1021/acsomega.1c03063DOI Listing

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