Synthesis of Some Novel 1-(Substituted Phenyl)-2-(4-(Trimethylsilyl)-1<i>H</i>-1,2,3-Triazol-1-YL) Ketones

Venkatesh, G. B.; Prasad, S. Hari

doi:10.1080/10426507.2014.947405

Cited by 2 publications

(1 citation statement)

References 24 publications

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“…[36][37][38] Similarly, organosilicon reagents have proven useful in various Cu-and Pd-catalysed C-X bond forming strategies, [39][40][41][42][43][44][45][46][47] including widespread use across several CuAAC methodologies. [48][49][50] Germanium-based functional groups have recently emerged as highly useful components for transition metal-catalysed crosscouplings. Schoenebeck and co-workers have shown that Gebased compounds are versatile reagents for chemoselective cross-coupling processes for the formation of a variety of C-C and C-X bonds.…”

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confidence: 99%

Germanyl triazoles as a platform for CuAAC diversification and chemoselective orthogonal cross-coupling

Halford-McGuff,

Richardson,

McKay

et al. 2024

Preprint

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We report the synthesis of germanyl triazoles formed via a copper-catalysed azide-alkyne cycloaddition (CuAAC) of germanyl alkynes. The reaction is functional group tolerant and compatible with complex molecules. Installation of the Ge moeity enables further diversification of the triazole products, including chemoselective transition metal-catalysed cross-coupling reactions using bifunctional boryl/germyl species.

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confidence: 99%

Germanyl triazoles as a platform for CuAAC diversification and chemoselective orthogonal cross-coupling

Halford-McGuff,

Richardson,

McKay

et al. 2024

Preprint

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Synthetic Routes for 1,4-disubstituted 1,2,3-triazoles: A Review

Kaushik

Sangwan

Luxmi

et al. 2019

COC

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N-Heterocyclic compounds like 1,2,3-triazoles serve as a key scaffolds among organic compounds having diverse applications in the field of drug discovery, bioconjugation, material science, liquid crystals, pharmaceutical chemistry and solid phase organic synthesis. Various drugs containing 1,2,3-triazole ring which are commonly available in market includes Rufinamide, Cefatrizine, Tazobactam etc., Stability to acidic/basic hydrolysis along with significant dipole moment support triazole moiety for appreciable participation in hydrogen bonding and dipole-dipole interactions with biological targets. Huisgen 1,3-dipolar azide-alkyne cycloaddition culminate into a mixture of 1,4 and 1,5- disubstituted 1,2,3-triazoles. In 2001, Sharpless and Meldal came across with a copper(I) catalyzed regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles by cycloaddition between azides and terminal alkynes. This azide-alkyne cycloaddition has been labelled as a one of the important key click reaction. Click synthesis describes chemical reactions that are simple to perform, gives high selectivity, wide in scope, fast reaction rate and high yields. Click reactions are not single specific reaction, but serve as a pathway for construction of simple to complex molecules from a variety of starting materials. In the last few decades, 1,2,3-triazoles attracted attention of researchers all over the world because of their broad spectrum of biological activities. Keeping in view the biological importance of 1,2,3-triazole, in this review we focus on the various synthetic routes for the syntheisis of 1,4-disubstituted 1,2,3-triazoles. This review involves various synthetic protocols which involves copper and non-copper catalysts, different solvents as well as substrates. It will boost synthetic chemists to explore new pathway for the development of newer biologically active 1,2,3-triazoles.

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Synthesis of Some Novel 1-(Substituted Phenyl)-2-(4-(Trimethylsilyl)-1H-1,2,3-Triazol-1-YL) Ketones

Cited by 2 publications

References 24 publications

Germanyl triazoles as a platform for CuAAC diversification and chemoselective orthogonal cross-coupling

Germanyl triazoles as a platform for CuAAC diversification and chemoselective orthogonal cross-coupling

Synthetic Routes for 1,4-disubstituted 1,2,3-triazoles: A Review

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