Multi-Component Reaction for the Preparation of 1,5-Disubstituted 1,2,3-Triazoles by In-Situ Generation of Azides and Nickel-Catalyzed Azide-Alkyne Cycloaddition
2021
Abstract An efficient one-pot procedure combining bromide conversion into azide followed by NiAAC for the preparation of 1,5-disubstituted 1,2,3-triazoles has been developed. This procedure prevents the use of isolated azides, which are insufficiently commercially available and could be potentially unstable and difficult to handle. Moreover, this one-pot method tolerates a broad range of functional moieties including ester, carbamate or alcohol. Diverse 1,5-disubstituted 1,2,3-triazoles can be obtained from functionalized aryl and alkyl alkynes and bromides with modest to excellent yields and regioselectivities. This procedure will enable the synthesis of libraries of functionalizable 1,5-disubstituted 1,2,3-triazoles particularly helpful for diverse applications such as medicinal chemistry and chemical biology purposes.
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