76599-36-5

Upstream product

• 24886-73-5 1-Azidoadamantane 
• 102-96-5 (2-nitroethenyl)benzene 
• 536-74-3 phenylacetylene 

Relevant academic research and scientific papers

Synthesis of Adamantane Derivatives. 52. 1,3-Dipolar Cycloaddition Reactions of 1-Azidoadamantane. Reactivity, Regioselectivity, and Carbon-13 Nuclear Magnetic Resonance Spectra of 1-(1-Adamantyl)-Δ2-1,2,3-triazolines and -1H-1,2,3-triazoles

The 1,3-dipolar cycloadditions of 1-azidoadamantane (1) with various olefinic and acetylenic dipolarophiles are described.As olefinic dipolarophiles, strained olefins such as 2-5 and electron-poor olefins such as 11,12,15, and 18 gave the corresponding ad

Nickel-Catalyzed Azide-Alkyne Cycloaddition to Access 1,5-Disubstituted 1,2,3-Triazoles in Air and Water

Transition-metal-catalyzed or metal-free azide-alkyne cycloadditions are methods to access 1,4- or 1,5-disubstituted 1,2,3-triazoles. Although the copper-catalyzed cycloaddition to access 1,4-disubstituted products has been applied to biomolecular reaction systems, the azide-alkyne cycloaddition to access the complementary 1,5-regioisomers under aqueous and ambient conditions remains a challenge due to limited substrate scope or moisture-/air-sensitive catalysts. Herein, we report a method to access 1,5-disubstituted 1,2,3-triazoles using a Cp2Ni/Xantphos catalytic system. The reaction proceeds both in water and organic solvents at room temperature. This protocol is simple and scalable with a broad substrate scope including both aliphatic and aromatic substrates. Moreover, triazoles attached with carbohydrates or amino acids are prepared via this cycloaddition.

RUTHENIUM-CATALYZED CYCLOADDITION OF ALKYNES AND ORGANIC AZIDES

A convenient process for the regioselective synthesis of 1 ,5-disubstituted 1 ,2,3-triazoles and 1 ,4,5-trisubstituted 1 ,2,3-triazoles from organic azides and alkynes employs catalytic ruthenium.