A method for the cyanation of alkenes using nitromethane as a source of cyano group mediated by proton-exchanged montmorillonite

Motokura, Ken; Matsunaga, Kenta; Miyaji, Akimitsu; Yamaguchi, Sho; Baba, Toshihide

doi:10.1016/j.tetlet.2014.10.127

Cited by 6 publications

(2 citation statements)

References 24 publications

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“…Prepared monts are often used as solid acids because of their high acidic qualities. H-mont is a typical example of a cation-exchanged mont [4,[18][19][20][21][22][23][24][25][26][27][28][29][30][31]. H-mont can promote various liquidphase organic synthesis reactions at low temperatures by effectively activating unreactive electrophiles, such as polyethers and simple alkenes.…”

Section: Catalysis Of Cation-exchanged Montmorillonitementioning

confidence: 99%

“…Chen et al reported that H-mont was the most suitable catalyst for the highly efficient synthesis of heterocyclic diarylmethane under mild conditions by the alkylation of arenes with heterobenzyl acetates [29]. Furthermore, they demonstrated that this reaction could be used to synthesize zafirlukast, which is used to treat bronchial asthma (figure 5).…”

Section: Catalysis Of Cation-exchanged Montmorillonitementioning

confidence: 99%

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Montmorillonite-based heterogeneous catalysts for efficient organic reactions

Takabatake

Motokura

2022

Nano Ex.

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In this review, we give a brief overview of recently developed montmorillonite-based heterogeneous catalysts used for efficient organic reactions. Cation-exchanged montmorillonite catalysts, metal catalysts supported on montmorillonite, and an interlayer design used for selective catalysis are introduced and discussed. In traditional syntheses, homogeneous acids and metal salts were used as catalysts, but the difficulty in separation of catalysts from products was a bottleneck when considering industrialization. The use of solid heterogeneous catalysts is one of the major solutions to overcome this problem. Montmorillonite can be used as a heterogeneous catalyst and/or catalyst support. This clay material exhibits strong acidity and a stabilizing effect on active species, such as metal nanoparticles, due to its unique layered structure. These advantages have led to the development of montmorillonite-based heterogeneous catalysts. Acidic montmorillonite, such as proton-exchanged montmorillonite, exhibits a high catalytic activity for the activation of electrophiles, such as alcohols, alkenes, and even alkanes. The montmorillonite interlayer/surface also functions as a good support for various metal species used for oxidation and carbon-carbon bond forming reactions. The use of an interlayer structure enables selective reactions and the stabilization of catalytically active species.

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Section: Catalysis Of Cation-exchanged Montmorillonitementioning

confidence: 99%

Section: Catalysis Of Cation-exchanged Montmorillonitementioning

confidence: 99%

Montmorillonite-based heterogeneous catalysts for efficient organic reactions

Takabatake

Motokura

2022

Nano Ex.

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Generation of New Synthons for Synthesis Through Activation of Nitromethane

Wang,

Zhao,

Zhang

2024

ChemSusChem

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Atom-Economic Route to Cyanoarenes and 2,2′-Dicyanobiarenes via Iron-Catalyzed Chemoselective [2 + 2 + 2] Cycloaddition Reactions of Diynes and Tetraynes with Alkynylnitriles

2017

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An efficient protocol for the synthesis of cyanoarenes has been developed via an iron-catalyzed chemoselective [2 + 2 + 2] cycloaddition reaction of diynes with alkynylnitriles under mild reaction conditions with good to excellent yields. The reaction is catalyzed by the combination of FeCl·4HO as a metal source, 2-(2,6-diisopropylphenyl)iminomethylpyridine (dipimp) as a ligand, and Zn as a reducing agent in DME solvent. The protocol was further extended to the synthesis of 2,2'-dicyanobiarene skeletons from the reaction of tetraynes with alkynylnitriles.

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A method for the cyanation of alkenes using nitromethane as a source of cyano group mediated by proton-exchanged montmorillonite

Cited by 6 publications

References 24 publications

Montmorillonite-based heterogeneous catalysts for efficient organic reactions

Montmorillonite-based heterogeneous catalysts for efficient organic reactions

Generation of New Synthons for Synthesis Through Activation of Nitromethane

Atom-Economic Route to Cyanoarenes and 2,2′-Dicyanobiarenes via Iron-Catalyzed Chemoselective [2 + 2 + 2] Cycloaddition Reactions of Diynes and Tetraynes with Alkynylnitriles

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