Cobalt Used as a Novel and Reusable Catalyst: A New and One-Pot Synthesis of Isatin-Derived N,S-Acetals Using Substituted Isatins and Thiols

Caren D. G. da Silva; Ramesh Katla; Beatriz F. dos Santos; José M. C. Tavares Junior; Tábata B. Albuquerque; Vicente L. Kupfer; Andrelson W. Rinaldi; Nelson L. C. Domingues

doi:10.1055/s-0037-1611913

Synthesis, Table of Contents

Synthesis 2019; 51(21): 4014-4022
DOI: 10.1055/s-0037-1611913

paper

Cobalt Used as a Novel and Reusable Catalyst: A New and One-Pot Synthesis of Isatin-Derived N,S-Acetals Using Substituted Isatins and Thiols

Caren D. G. da Silva

^aOrganic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados - UFGD, Dourados/MS, Brazil Email: nelsondomingues@ufgd.edu.br

,

Ramesh Katla

^aOrganic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados - UFGD, Dourados/MS, Brazil Email: nelsondomingues@ufgd.edu.br

,

Beatriz F. dos Santos

^aOrganic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados - UFGD, Dourados/MS, Brazil Email: nelsondomingues@ufgd.edu.br

,

José M. C. Tavares Junior

^aOrganic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados - UFGD, Dourados/MS, Brazil Email: nelsondomingues@ufgd.edu.br

,

Tábata B. Albuquerque

^aOrganic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados - UFGD, Dourados/MS, Brazil Email: nelsondomingues@ufgd.edu.br

,

Vicente L. Kupfer

^bMaterial Chemistry and Sensores Laboratory - LMSen, State University of Maringá, Maringá/PR, Brazil

,

Andrelson W. Rinaldi

^bMaterial Chemistry and Sensores Laboratory - LMSen, State University of Maringá, Maringá/PR, Brazil

,

Nelson L. C. Domingues ∗

^aOrganic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados - UFGD, Dourados/MS, Brazil Email: nelsondomingues@ufgd.edu.br

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Abstract

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Abstract

The synthesis of isatin-derived N,S-acetals using cobalt as a recyclable heterogeneous catalyst in batch and continuous flow is reported for the first time. The present protocol produced high yields, which can be observed from the reaction between ketimines and thiols. Such reactions can also be applied to a gram-scale. In addition, the catalyst is recyclable, economically-viable, and nontoxic as well as easy to prepare. The remarkable features of this new methodology are high conversion and cleaner reaction profiles.

Key words

heterogeneous catalyst - isatin-derived N,S-acetals - cobalt(II) catalyst - recyclable - thiol

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References

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