Control of selectivity in the preparation of 2-substituted benzoazoles by adjusting the surface hydrophobicity in two solid-based sulfonic acid catalysts

Heterogeneous Cu‐catalyzed cyanation of aryl halides and Click cycloaddition of alkyl halides, sodium azide, and terminal alkynes were optimized to be cost effective and environmentally benign. A green Deep Eutectic Solvent (DES) and Fe3O4@SiO2@PrNCu magnetic catalyst was used. This new DES was designed to acts as both base and reaction promoter, beside its major role as solvent, in the studied Cu‐catalyzed reactions. Additionally, hydrophobic/hydrophilic balance of employed DES, enables easier association of polar or nonpolar reactants in the course of the reactions compared to conventional green but only polar solvent such as water. Therefore, this DES provides better diffusion onto the catalyst‘s surfaces and thus accelerates the catalytic process. Simple experimental procedures with purposeful design and use toward DES accompanied by utilization of green and reusable catalyst could be considered as alternative features in this new protocol compared to existing methods for Cu‐catalyzed reactions.

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Triple Action of an Attractive Deep Eutectic Solvent in the Synthesis of Aryl Nitriles and Substituted Triazoles Using a Magnetically Reusable Fe₃O₄@SiO₂@PrNCu Catalyst

Mobaraki

Sakhaee

Takallou

et al. 2023

ChemistrySelect

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Synthesis of 2-aminobenzoxazoles from elemental sulfur mediated cyclization of 2-aminophenols and aryl isothiocyanates

Tran

Huynh

Nguyen

et al. 2023

Tetrahedron Letters

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Control of selectivity in the preparation of 2-substituted benzoazoles by adjusting the surface hydrophobicity in two solid-based sulfonic acid catalysts

Abstract: A series of metal-free tandem reactions for the synthesis of pharmaceutically important 2-substituted benzoazoles from isothiocyanates with 2-aminothiophenol in catalyst-free condition and isothiocyanates with 2-aminophenol in the presence of Et-PMO-Me-PrSO3H...

Cited by 2 publications

References 120 publications

Triple Action of an Attractive Deep Eutectic Solvent in the Synthesis of Aryl Nitriles and Substituted Triazoles Using a Magnetically Reusable Fe₃O₄@SiO₂@PrNCu Catalyst

Triple Action of an Attractive Deep Eutectic Solvent in the Synthesis of Aryl Nitriles and Substituted Triazoles Using a Magnetically Reusable Fe₃O₄@SiO₂@PrNCu Catalyst

Synthesis of 2-aminobenzoxazoles from elemental sulfur mediated cyclization of 2-aminophenols and aryl isothiocyanates

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Control of selectivity in the preparation of 2-substituted benzoazoles by adjusting the surface hydrophobicity in two solid-based sulfonic acid catalysts

Abstract: A series of metal-free tandem reactions for the synthesis of pharmaceutically important 2-substituted benzoazoles from isothiocyanates with 2-aminothiophenol in catalyst-free condition and isothiocyanates with 2-aminophenol in the presence of Et-PMO-Me-PrSO3H...

Cited by 2 publications

References 120 publications

Triple Action of an Attractive Deep Eutectic Solvent in the Synthesis of Aryl Nitriles and Substituted Triazoles Using a Magnetically Reusable Fe3O4@SiO2@PrNCu Catalyst

Triple Action of an Attractive Deep Eutectic Solvent in the Synthesis of Aryl Nitriles and Substituted Triazoles Using a Magnetically Reusable Fe3O4@SiO2@PrNCu Catalyst

Synthesis of 2-aminobenzoxazoles from elemental sulfur mediated cyclization of 2-aminophenols and aryl isothiocyanates

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Product

Resources

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Triple Action of an Attractive Deep Eutectic Solvent in the Synthesis of Aryl Nitriles and Substituted Triazoles Using a Magnetically Reusable Fe₃O₄@SiO₂@PrNCu Catalyst

Triple Action of an Attractive Deep Eutectic Solvent in the Synthesis of Aryl Nitriles and Substituted Triazoles Using a Magnetically Reusable Fe₃O₄@SiO₂@PrNCu Catalyst