Synthesis of fused indolin-3-one derivatives via (3+2)-cycloaddition with in situ generated 3H-indol-3-one with nitrilimines, nitrile oxides and azomethine ylides

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This is a Experimental Study study.

Nikolai A. Arutiunov; Anna M. Zatsepilina; Kirill V. Tolstov; Daria A. Shtal; Daria S. Momotova; Дмитрий А. Аксенов; Nicolai A. Aksenov; А. В. Аксенов

doi:10.1039/d5ob01186h

January 1, 2025Organic & Biomolecular Chemistry

Synthesis of fused indolin-3-one derivatives via (3+2)-cycloaddition with in situ generated 3H-indol-3-one with nitrilimines, nitrile oxides and azomethine ylides

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Key Points

The synthesis successfully generates indolin-3-one derivatives through [(3+2)]-cycloaddition methods, enhancing compound diversity.
Key reactions involve in situ generated 3H-indol-3-one and various 1,3-dipoles, showcasing the adaptability of this approach.
The method allows regioselective cycloaddition depending on the structural nature of dipoles utilized, expanding potential applications.
The created derivatives demonstrate significance for developing new materials and pharmaceuticals based on indole frameworks.

Implication

Regioselective cycloaddition creates indole derivatives from 3H-indol-3-one and 1,3-dipoles, indicating structural versatility.

Abstract

Regioselective [3+2]-cycloaddition between in situ generated 3H-indol-3-one with 3 types of 1,3-dipoles leading to 3 classes condensed indole derivatives was developed. Two directions of cycloaddition depending on the structure of...

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Cite This Study

Arutiunov et al. (2025) studied this question.

synapsesocial.com/papers/68dc26188a7d58c25ebb278b https://doi.org/10.1039/d5ob01186h

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Synthesis of fused indolin-3-one derivatives via (3+2)-cycloaddition with in situ generated 3H-indol-3-one with nitrilimines, nitrile oxides and azomethine ylides

Key Points

Implication

Abstract

Discussion

Cite This Study

Synthesis of fused indolin-3-one derivatives via (3+2)-cycloaddition with in situ generated 3H-indol-3-one with nitrilimines, nitrile oxides and azomethine ylides

Key Points

Implication

Abstract

Discussion

Cite This Study

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