Electrocatalytic Aldol Addition of Cyclic 1,3-Ketoesters to Isatins: Acetone as a Solvent for the Efficient and Facile Electrochemically Induced Way to 3-Substituted-3-Hydroxyindol-2-One Scaffold

Electrocatalytic Aldol Addition of Cyclic 1,3-Ketoesters to Isatins: Acetone as a Solvent for the Efficient and Facile Electrochemically Induced Way to 3-Substituted-3-Hydroxyindol-2-One Scaffold Full article

Journal

Journal of The Electrochemical Society
ISSN: 0013-4651 , E-ISSN: 1945-7111

Output data

Year: 2012, Volume: 159, Number: 11, Pages: G123-G127 Pages count : DOI: 10.1149/2.021211jes

Authors

Elinson M.N. ¹ , Merkulova V.M. ¹ , Ilovaisky A.I. ¹ , Chizhov A.O. ¹ , Barba F. ² , Batanero B. ²

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Russia
2	Department of Organic Chemistry, University of Alcalá, 28871 Alcalá de Henares, Madrid, Spain

The electrolysis of isatins and cyclic 1,3-ketoesters in acetone in an undivived cell results in the formation of the previously unknown 3-substituted-3-hydroxyindol-2-ones in 80–95% yields and 800–950% current efficiency. Thus, this simple electrocatalytic system can produce in aprotic solvent in an undivided cell, under mild conditions the new electrochemically induced aldol reaction of isatins and cyclic 1,3-ketoesters with the formation of 3-substituted-3-hydroxyindol-2-ones – promising synthons for different biomedically active compounds.

Elinson M.N. , Merkulova V.M. , Ilovaisky A.I. , Chizhov A.O. , Barba F. , Batanero B.
Electrocatalytic Aldol Addition of Cyclic 1,3-Ketoesters to Isatins: Acetone as a Solvent for the Efficient and Facile Electrochemically Induced Way to 3-Substituted-3-Hydroxyindol-2-One Scaffold
Journal of The Electrochemical Society. 2012. V.159. N11. P.G123-G127. DOI: 10.1149/2.021211jes WOS Scopus OpenAlex

Web of science:	WOS:000309107200074
Scopus:	2-s2.0-84875629347
OpenAlex:	W2012586361

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OpenAlex	9
Scopus	9
Web of science	9