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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2022 Volume 32, Issue 4, Pages 543–545 (Mi mendc720)

This article is cited in 2 papers

Communications

Noncatalytic on water aldol reaction of isatins with cyclic 1,3-diketones at room temperature without the need for subsequent chromatography

M. N. Elinson, Yu. E. Ryzhkova, V. M. Kalashnikova, M. P. Egorov

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Noncatalytic on water aldol transformation of isatins and cyclic 1,3-diketones results in substituted 3-hydroxy-3-(2-hydroxy-6-oxocyclohex-1-en-1-yl)indolin-2-ones in 87–98% yields. Optimized conditions have been found and a mechanistic rationale for the reaction has been deduced. The new efficient and facile process represents a convenient way to compounds with the 3-hydroxyindolin-2-one and 3-hydroxycyclohex-2-en-1-one moieties.

Keywords: aldol reaction, noncatalytic, on water, isatin, 13-diketone, 3-hydroxyindolin-2-one.

Language: English

DOI: 10.1016/j.mencom.2022.07.036



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