<scp>Cu</scp>
            ‐Catalyzed Click Reactions

Ramkumar, Rajagopal; Anbarasan, Pazhamalai

doi:10.1002/9783527826445.ch9

Cited by 5 publications

(3 citation statements)

References 98 publications

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“…Owing to its operational simplicity, excellent functional group tolerance and generally high yields, CuAAC has found wide application across different fields of chemistry, spanning from materials science to life sciences. 9 Nonetheless, the investigation of asymmetric CuAAC has remained rather limited. 10 The primary hurdle in developing highly efficient asymmetric CuAAC processes lies in the limited availability of suitable chiral ligands.…”

Section: Introductionmentioning

confidence: 99%

Copper-catalyzed atroposelective synthesis of C–O axially chiral compounds enabled by chiral 1,8-naphthyridine based ligands

Dai,

Zhou,

Guo

et al. 2024

Chem. Sci.

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Section: Introductionmentioning

confidence: 99%

Copper-catalyzed atroposelective synthesis of C–O axially chiral compounds enabled by chiral 1,8-naphthyridine based ligands

Dai,

Zhou,

Guo

et al. 2024

Chem. Sci.

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“…[35] Among them, 1,4-disubstituted [20] and 1,4,5-trisubstituted 1,2,3-triazole derivatives [36] are significant, as they are found in a large number of biologically and pharmaceutically active molecules that have a broad spectrum of properties such as antibacterial, [20,[36][37][38][39] antiepileptic, [40] antioxidant, [41] antifungal, [42] anticancer agents, [43][44][45][46][47] anti-HIV, [48][49] and other effects. [50] The classical catalytic system for CuAAC reaction is Cu(II) salts along with a reducing agent (sodium ascorbate), [4,[51][52][53][54][55][56][57] which in situ generate the copper(I) ions and usually show good catalytic efficiency. [58][59][60][61][62][63][64][65] Other catalytic systems include metallic copper, [55,66] copper nanoparticles (NPs), [51,56,62] and so on.…”

Section: Introductionmentioning

confidence: 99%

“…[50] The classical catalytic system for CuAAC reaction is Cu(II) salts along with a reducing agent (sodium ascorbate), [4,[51][52][53][54][55][56][57] which in situ generate the copper(I) ions and usually show good catalytic efficiency. [58][59][60][61][62][63][64][65] Other catalytic systems include metallic copper, [55,66] copper nanoparticles (NPs), [51,56,62] and so on. [67] During the past years, a variety of scientific and methodological developments have been achieved.…”

Section: Introductionmentioning

confidence: 99%

Thiol‐Functionalized Cellulose Wrapped Copperoxide as a Green Nano Catalyst for Regiospecific Azide‐Alkyne Cycloaddition Reaction: Application in Rufinamide Synthesis

Selim¹,

Neethu²,

Gowri³

et al. 2021

Asian J Org Chem

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In the past few decades, click chemistry (CuAAC reaction) has seen tremendous development both in terms of catalyst designing and method development because 1,2,3triazoles products have shown enormous applications in various fields. The sought after azide-alkyne cycloaddition reaction catalyzed by smaller-sized (~7 nm) Cu(I/II) oxide nanoparticles (Cu I/II O NPs) supported by thiol-functionalized cellulose provided triazole products in excellent yields (90-98%) with remarkable 1,4-regioselectivity, including the 10 g scale synthesis of a rufinamide drug intermediate. The possible reasons for this exceptional activity are the higher ratio of Cu (I), along with the smaller-sized and homogeneously dispersed colloidal nature of Cu I/II O NPs. Most importantly, the reaction underwent industrially friendly greener conditions such as aqueous medium, room temperature, and no additives, etc., suggesting promising for practical applications. The as-prepared catalyst was recycled and reused up to 5 cycles by simply filtering the precipitate 1,2,3-triazoles products without losing significant activity.

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1,2‐Bis(triazolyl)tetraphenyldigermanes: Synthesis, Structure and Properties

Zaitsev,

Veshchitsky,

Oprunenko

et al. 2023

Chemistry An Asian Journal

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Using the [3+2] cycloaddition reaction of [HC≡C‐GePh2‐]2 (1) and a number of RCH2N3, this work described the synthesis of a series of novel heterocyclic digermanes, bitriazoles [1,4‐C2HN3(CH2R)GePh2‐]2, 2‐12 (R = Ph, p‐Tol, p‐C6H4NMe2, p‐C6H4OMe, p‐C6H4Br, m‐C6H4NO2, 2‐Naphth, CH2‐p‐OC6H4CHO, CH2‐p‐OC6H4COOMe, CH2P(O)(OEt)2, COOEt), difficult to produce by other methods. The structural peculiarities of these compounds were studied in detail by NMR spectroscopy and by XRD analysis (for 6, 9 and 10). The properties of 1‐12 were studied by UV/vis and luminescence emission spectroscopy, electrochemistry and DFT calculations, indicating an effective conjugation in their molecules.

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Cu ‐Catalyzed Click Reactions

Cited by 5 publications

References 98 publications

Copper-catalyzed atroposelective synthesis of C–O axially chiral compounds enabled by chiral 1,8-naphthyridine based ligands

Copper-catalyzed atroposelective synthesis of C–O axially chiral compounds enabled by chiral 1,8-naphthyridine based ligands

Thiol‐Functionalized Cellulose Wrapped Copperoxide as a Green Nano Catalyst for Regiospecific Azide‐Alkyne Cycloaddition Reaction: Application in Rufinamide Synthesis

1,2‐Bis(triazolyl)tetraphenyldigermanes: Synthesis, Structure and Properties

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