Recyclization of maleimides with N-carboximide amides

Shikhaliev, Kh. S.; Kovygin, Yu. A.; Potapov, A. Yu.; Sabynin, A. L.; Kosheleva, E. A.

doi:10.1007/s11172-017-1704-0

Cited by 5 publications

(1 citation statement)

References 6 publications

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“…Thus, Kh. S. Shikhalie [22] and Yu. A. Kovygin [23] et al found that the optimal conditions for these processe are boiling the mixture of reagents in acetone or chloroform.…”

Section: Reactions With Nn-dinucleophilesmentioning

confidence: 99%

Recyclization of Maleimides by Binucleophiles as a General Approach for Building Hydrogenated Heterocyclic Systems

Vandyshev

Shikhaliev

2022

Molecules

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The building of heterocyclic systems containing hydrogenated fragments is an important step towards the creation of biologically-active compounds with a wide spectrum of pharmacological activity. Among the numerous methods for creating such systems, a special place is occupied by processes using N-substituted maleimides as the initial substrate. This molecule easily reacts in Diels-Alder/retro-Diels-Alder reactions, Michael additions with various nucleophiles, and co-polymerization processes, as have been described in numerous detailed reviews. However, information on the use of maleimides in cascade heterocyclization reactions is currently limited. This study is devoted to a review and analysis of existing literature data on the processes of recyclization of N-substituted maleimides with various C,N-/N,N-/S,N-di- and polynucleophilic agents, such as amidines, guanidines, diamines, aliphatic ketazines, aminouracils, amino- and mercaptoazoles, aminothiourea, and thiocarbomoyl pyrazolines, among others. The significant structural diversity of the recyclization products described in this study illustrates the powerful potential of maleimides as a building block in the organic synthesis of biologically-active compounds with hydrogenated heterocyclic fragments.

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“…Thus, Kh. S. Shikhalie [22] and Yu. A. Kovygin [23] et al found that the optimal conditions for these processe are boiling the mixture of reagents in acetone or chloroform.…”

Section: Reactions With Nn-dinucleophilesmentioning

confidence: 99%