13dipolar cycloaddition reactions











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directory of Chem Help ASAP videos: https://www.chemhelpasap.com/youtube/ • 1,3-Dipolar cycloaddition reactions involve the combination of a 1,3-dipole and a dipolarophile. Dipolarophiles can be any pi bond but are very often alkynes. These are one-step reactions just like the Diels-Alder cycloaddition. Cycloadditions of alkynes with 1,3-dipoles do not form new stereocenters, so there are no stereochemical considerations. The reactions do often give mixtures of regioisomers. The dipolar cycloaddition of an azide with an alkyne forms a triazole. When this reaction is performed with a copper catalyst, the reaction is much faster and involves multiple steps. This is called a Click reaction and is regularly used to connect biological molecules in biochemical research. The cycloaddition of a nitrile oxide with an alkyne gives an isoxazole. Nitrile imine-alkyne cycloadditions give pyrazoles.

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