Benedict's solution/ vitamin C: An alternative catalytic protocol for the synthesis of regioselective‐1,4‐disubstituted‐<i>1H</i>‐1,2,3‐triazoles at room temperature

Konwar, Manashjyoti; Hazarika, Roktopol; Ali, Abdul Aziz; Chetia, Mitali; Khupse, Nageshwar D.; Saikia, Prakash J.; Sarma, Diganta

doi:10.1002/aoc.4425

Cited by 13 publications

(6 citation statements)

References 83 publications

(46 reference statements)

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“…The catalytic activity of Fe 3 O 4 @SiO 2 /EP.EN.EG.Cu was compared with various reported catalysts in the literature toward the synthesis of 1,4‐disubstituted 1,2,3‐triazoles. It was observed that Fe 3 O 4 @SiO 2 /EP.EN.EG.Cu promotes the yield of products and reaction time effectively in comparison with other catalysts.…”

Section: Resultsmentioning

confidence: 99%

Fe₃O₄@SiO₂/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction

2019

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A magnetic nanostructured core–shell Fe3O4@SiO2/EP.EN.EG.Cu has used as an efficient heterogeneous catalyst for the synthesis of 1,4‐disubstituted 1,2,3‐triazole derivatives through click reaction, under mild reaction conditions. A variety of epoxides, alkyl or benzyl halides was used to afford the corresponding 1,4‐disubstituted 1,2,3‐triazoles. The catalyst could be easily separated by using an external magnet from the reaction mixture and reused seven times without significant loss of catalytic activity.

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Section: Resultsmentioning

confidence: 99%

Fe₃O₄@SiO₂/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction

2019

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“…Then, copper(I) triazolide intermediate ( I‐8 ) is formed by reductive ring contraction. Finally, copper(I) triazolide intermediate gives a proton from an alkyne to produce triazole products (Scheme ) …”

Section: Mechanism Aspects Of the Copper‐catalyzed Click Reactionmentioning

confidence: 99%

An Overview of Recent Advances in the Applications of Click Chemistry in the Synthesis of Bioconjugates with Anticancer Activities

Mashayekh

Shiri

2019

ChemistrySelect

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The click chemistry is one of the most powerful CÀ N bond forming-reactions towards five-membered heterocycles. The copper-catalyzed azide-alkyne cycloaddition (CuAAC) has widely used in the discovery of anti-cancer drugs and many articles have been published in this field. This review article aims to review general mechanism aspects and the recent advances (2016-2019) of click chemistry for cancer therapy.

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“…[20,21] Although many metals such as zinc (Zn), silver (Ag), nickel (Ni) and gold (Au) have been reported as coupling catalysts, [22] Cu (I) is commonly used for this aim. [23][24][25][26] The coppercatalysed alkyne-azide cycloaddition (CuAAC) reaction represents the flagship transformation of "Click Chemistry" that has considerable applications in organic synthesis, coordination chemistry and material science. [27] With over 2,000 documented reports in about a decade, the CuAAC reaction is notable and undoubtedly has been a breakthrough in organic synthesis and Cu (I) catalysis.…”

Section: Introductionmentioning

confidence: 99%

New Cu (I) complexes as catalyst for “click” reaction: An experimental and computational study

Gholivand

Faraghi

Malekshah

et al. 2023

Applied Organom Chemis

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In this work, two novel well‐defined Cu (I) complexes of a Schiff base ligand are described. For this purpose, N, N′‐bis (trans‐cinnamaldehyde) ethylenediimine [C20H20N2] (L) and Cu (I) complex of the type [CuC20H20N2)PPh3Cl] (C1) and [Cu(C20H20N2)PPh3Br] (C2) were synthesised. IR, NMR, XRD and TGA analyses were used to characterise these compounds and single‐crystal X‐ray crystallography confirmed the structure of the compounds. The catalytic activity of the synthesised complexes was studied in azide‐alkyne click reaction (AAC) and the best reaction condition was 15 mol% catalyst, 30 min and 45°C in water, which can be considered moderate catalytic activity for the complexes. Material Studio 2017 software was used to obtain the geometry, energy, HOMO and LUMO of all structures by the quantum calculations (module DMol3 and LDA/PWC). The computational results showed catalyst C2 has more reactivity than catalyst C1, and the C1‐catalysed products form faster than the C2‐catalysed products exceptions 4a and 4b. Product 4b (resulting catalyst C2) is formed faster than product (4a).

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Benedict's solution/ vitamin C: An alternative catalytic protocol for the synthesis of regioselective‐1,4‐disubstituted‐1H‐1,2,3‐triazoles at room temperature

Cited by 13 publications

References 83 publications

Fe₃O₄@SiO₂/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction

Fe₃O₄@SiO₂/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction

An Overview of Recent Advances in the Applications of Click Chemistry in the Synthesis of Bioconjugates with Anticancer Activities

New Cu (I) complexes as catalyst for “click” reaction: An experimental and computational study

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Benedict's solution/ vitamin C: An alternative catalytic protocol for the synthesis of regioselective‐1,4‐disubstituted‐1H‐1,2,3‐triazoles at room temperature

Cited by 13 publications

References 83 publications

Fe3O4@SiO2/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction

Fe3O4@SiO2/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction

An Overview of Recent Advances in the Applications of Click Chemistry in the Synthesis of Bioconjugates with Anticancer Activities

New Cu (I) complexes as catalyst for “click” reaction: An experimental and computational study

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Product

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Fe₃O₄@SiO₂/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction

Fe₃O₄@SiO₂/EP.EN.EG.Cu as a Highly Efficient and Recoverable Catalytic System for Synthesis of 1,4‐Disubstituted 1,2,3‐Triazole Derivatives via the Click Reaction