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One-pot double annulations to confer diastereoselective spirooxindolepyrrolothiazoles.

ABSTRACT: A novel four-component reaction in one pot as an atom- and step-economic process was developed to synthesize diastereoselectively spirooxindolepyrrolothiazoles 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.

SUBMITTER: Lu J

PROVIDER: S-EPMC9727273 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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One-pot double annulations to confer diastereoselective spirooxindolepyrrolothiazoles.

Lu Juan J Yao Bin B Zhan Desheng D Sun Zhuo Z Ji Yun Y Zhang Xiaofeng X

Beilstein journal of organic chemistry 20221128

A novel four-component reaction in one pot as an atom- and step-economic process was developed to synthesize diastereoselectively spirooxindolepyrrolothiazoles 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 favorab ...[more]

PMID: 36530533

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