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One-pot double annulations to confer diastereoselective spirooxindolepyrrolothiazoles

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 synthe...

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Detalles Bibliográficos
Autores principales: Lu, Juan, Yao, Bin, Zhan, Desheng, Sun, Zhuo, Ji, Yun, Zhang, Xiaofeng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9727273/
https://www.ncbi.nlm.nih.gov/pubmed/36530533
http://dx.doi.org/10.3762/bjoc.18.171
Descripción
Sumario: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 CO(2) and H(2)O as side products confer this approach favorable in green chemistry metrics analysis.