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Article

Synthesis of New Highly Functionalized 1H-Indole-2-carbonitriles via Cross-Coupling Reactions

by
Asma Hrizi
1,2,3,
Manon Cailler
1,
Moufida Romdhani-Younes
2,3,
Yvan Carcenac
1 and
Jérôme Thibonnet
1,*
1
Laboratoire Synthèse et Isolement de Molécules BioActives EA 7502 SIMBA, Department of Chemistry, Faculté des Sciences et Techniques de Tours, Université de Tours, Parc de Grandmont, 37200 Tours, France
2
Department of Chemistry, Faculté des Sciences de Bizerte, Université de Carthage, Zarzouna, Bizerte 7000, Tunisia
3
Laboratoire de Chimie (Bio) Organique, Département de Chimie, Faculté des Sciences de Tunis, Campus Universitaire, Université de Tunis El Manar, Structurale et de Polymères—Synthèse et Études Physico-Chimiques (LR99ES14), Tunis 2092, Tunisia
*
Author to whom correspondence should be addressed.
Molecules 2021, 26(17), 5287; https://doi.org/10.3390/molecules26175287
Submission received: 15 July 2021 / Revised: 26 August 2021 / Accepted: 27 August 2021 / Published: 31 August 2021
(This article belongs to the Special Issue Preparation of Heterocycles by Metal-Promoted Reactions)
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Abstract

An approach for the preparation of polysubstituted indole-2-carbonitriles through a cross-coupling reaction of compounds 1-(but-2-ynyl)-1H-indole-2-carbonitriles and 1-benzyl-3-iodo-1H-indole-2-carbonitriles is described. The reactivity of indole derivatives with iodine at position 3 was studied using cross-coupling reactions. The Sonogashira, Suzuki–Miyaura, Stille and Heck cross-couplings afforded a variety of di-, tri- and tetra-substituted indole-2-carbonitriles.
Keywords: 1H-indole-2-carbonitriles; Sonogashira; Suzuki–Miyaura; Heck; Stille 1H-indole-2-carbonitriles; Sonogashira; Suzuki–Miyaura; Heck; Stille

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MDPI and ACS Style

Hrizi, A.; Cailler, M.; Romdhani-Younes, M.; Carcenac, Y.; Thibonnet, J. Synthesis of New Highly Functionalized 1H-Indole-2-carbonitriles via Cross-Coupling Reactions. Molecules 2021, 26, 5287. https://doi.org/10.3390/molecules26175287

AMA Style

Hrizi A, Cailler M, Romdhani-Younes M, Carcenac Y, Thibonnet J. Synthesis of New Highly Functionalized 1H-Indole-2-carbonitriles via Cross-Coupling Reactions. Molecules. 2021; 26(17):5287. https://doi.org/10.3390/molecules26175287

Chicago/Turabian Style

Hrizi, Asma, Manon Cailler, Moufida Romdhani-Younes, Yvan Carcenac, and Jérôme Thibonnet. 2021. "Synthesis of New Highly Functionalized 1H-Indole-2-carbonitriles via Cross-Coupling Reactions" Molecules 26, no. 17: 5287. https://doi.org/10.3390/molecules26175287

APA Style

Hrizi, A., Cailler, M., Romdhani-Younes, M., Carcenac, Y., & Thibonnet, J. (2021). Synthesis of New Highly Functionalized 1H-Indole-2-carbonitriles via Cross-Coupling Reactions. Molecules, 26(17), 5287. https://doi.org/10.3390/molecules26175287

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