Micellar promoted multi-component synthesis of 1,2,3-triazoles in water at room temperature

Tasca, Elena; Sorella, Giorgio La; Sperni, Laura; Strukul, Giorgio; Scarso, Alessandro

doi:10.1039/c4gc02248c

Cited by 56 publications

(25 citation statements)

References 50 publications

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“…The use of micellar system improved selectivity of multicomponent reaction was also reported by Tasca et al ( 2015 ). The authors showed two steps synthesis of 1,2,3-triazoles ( 51 ) including: the in situ formation of the organic azide and click reaction through organic azide and alkyne.…”

Section: Miscellaneous Multicomponent Reactions Leading To Formation supporting

confidence: 66%

Multicomponent Reactions Accelerated by Aqueous Micelles

et al. 2018

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Multicomponent reactions are powerful synthetic tools for the efficient creation of complex organic molecules in an one-pot one-step fashion. Moreover, the amount of solvents and energy needed for separation and purification of intermediates is significantly reduced what is beneficial from the green chemistry issues point of view. This review highlights the development of multicomponent reactions conducted using aqueous micelles systems during the last two decades.

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Section: Miscellaneous Multicomponent Reactions Leading To Formation supporting

confidence: 66%

Multicomponent Reactions Accelerated by Aqueous Micelles

et al. 2018

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“…In addition, it is accepted that the synthesis of 1,2,3‐triazole involving two consecutive steps, i. e., in situ reaction of sodium azide with the alkyl halide for the formation of alkyl azide, and 1,3‐dipolar cycloaddition of alkyl azide to terminal alkyne by the Cu(I) catalyst. A brief literature survey revealed that the sodium lauryl sulfosuccinate (SLS) surfactant can improve the rate and product yield in both steps . Therefore, we used a micellar medium for increasing the desired product yield.…”

Section: Resultsmentioning

confidence: 99%

Copper (II) Ions Immobilized onto Aminoquinoline‐Functionalized Ferrite: A New Efficient and Recoverable Catalyst for “in Water” Synthesis of Triazole Derivatives

2017

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Since the design and development of new ideal catalysts pave the way to green chemistry, a concise, convenient and green protocol was developed for the one‐pot three‐component synthesis of 1,4‐disubstituted‐1,2,3‐triazoles in the presence of a magnetic heterogeneous copper catalyst at room temperature and micellar medium. An easily prepared copper(II) chloride immobilized on 8‐aminoquinoline functionalized magnetic Fe3O4@SiO2 (MNPs@8‐AQ.CuCl2) showed high catalytic performance for the micellar promoted 1,3‐dipolar cycloaddition of alkyl azides to terminal alkynes in water and ambient temperature condition. Various techniques, such as Fourier transform infrared (FT‐IR), X‐ray Diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), Energy‐dispersive X‐ray spectroscopy (EDX), thermogravimetric analysis (TGA), Elemental analysis on carbon, hydrogen and nitrogen (CHN) and atomic absorption spectroscopy (AAS) were used to confirm the successful synthesis of the heterogeneous catalyst.

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“…Most of the organic transformation highly solvent dependent and catalyst are also used in different volatile organic media (table 1). [11][12][13] Efforts have been made to replace such solvent by universal one. Water as a solvent has many advantages over conventional organic solvents a sit is most abundant, cost-effective, environmentally compatible, nontoxic, and non-inflammable solvent.…”

Section: Catalyst In Organic Transformationsmentioning

confidence: 99%

“…[124] These designer surfactants are highly efficient for "in water" uzuki, Heck, tille, Negishi, onogashira and many other C-C and C-H cross coupling reactions effectively. [11][12][13] 2,2′-bipyridine (Bpy) and 1,10-phenanthroline (Phen) form stable metal complexes with variable formal oxidation state of the metal ion. [125] In comparison of more common 2,2′-bipyridyl system, 1,10-phenanthroline has some distinct properties: two nitrogen atoms are always held in cis-position due to the rigid structure of central ring system whereas, 2,2′-bipyridine, free rotation about the linking C-C single bond lead two nitrogens to transoid conformation particularly in basic or strongly acidic conditions.…”

Section: Amino Acid As Catalystmentioning

confidence: 99%

A Review of some catalysts and promoters used in organic transformations

Acharjee

Saha

2020

Vietnam Journal of Chemistry

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Catalytic processes are indeed greener modification as they completes in much shorter time with minimizing the need of external energy source with atom economy and high selectivity. In this article we presented a short review on utlisation of different catalysts such as ionic liquids, transition metal ions, nano particles, surfactants, amino acids etc. for C‐C coupling reactions to oxidation reactions. Stereoselective and regioselective transformations are also carried out using catalyst in organic synthesis. Use of catalyst in rate enhancement of oxidation reaction is of immense interest and a surplus rate increment is obtained by use of promoters.

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Micellar promoted multi-component synthesis of 1,2,3-triazoles in water at room temperature

Cited by 56 publications

References 50 publications

Multicomponent Reactions Accelerated by Aqueous Micelles

Multicomponent Reactions Accelerated by Aqueous Micelles

Copper (II) Ions Immobilized onto Aminoquinoline‐Functionalized Ferrite: A New Efficient and Recoverable Catalyst for “in Water” Synthesis of Triazole Derivatives

A Review of some catalysts and promoters used in organic transformations

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