One-pot Double Annulations to Confer Diastereoselective Spirooxindole-pyrrolothiazoles

Submitting author affiliation:
University of North Dakota, Grand Forks, United States

Beilstein Arch. 2022, 202271.

Published 14 Sep 2022

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A novel four-component reaction with pot, atom, step and economic process to synthesize diastereoselective spirooxindole-pyrrolothiazoles through sequential N, S-acetalation of aldehydes with cysteine and decarboxylative [3+2] cycloaddition with olefinic oxindoles. High synthetic efficiency, operational simplification and reaction process economy using EtOH as solvent, and only releasing CO2 and H2O as side products confer this approach favorable in green chemistry metrics analysis.

Keywords: Double Annulations; N, S-acetalation; cascade; azomethine ylides; pyrrolothiazoles; spirooxindole

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Lu, J.; Yao, B.; Zhan, D.; Sun, Z.; Ji, Y.; Zhang, X. Beilstein Arch. 2022, 202271. doi:10.3762/bxiv.2022.71.v1

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