The first one‐pot procedure for the double copper(I)‐catalyzed oxidative Csp3−H azidation–CuAAC process, implying unstable azide intermediates and easy‐to‐remove reagents under water‐tolerant conditions, is presented. The combination of tert‐butyl hydroperoxide as oxidant and TMSN3 as azide source for the C−H bond azidation, which produces harmless side‐products such as tBuOH and H2O, probed to be perfectly compatible with the following cycloaddition step. Highly demanding 1,2,3‐triazoles could be then directly obtained in good overall yields by extraction or simple crystallization, thus avoiding chromatography purifications. The potential of this methodology, has also being highlighted by the successful reaction of alkynes presenting interesting complex biological moieties based for example on biotin, DNA base or cinchona alkaloid units.
A one‐pot Cu‐catalyzed oxidative Csp3−H azidation–CuAAC process, implying unstable azide intermediates towards highly demanding 1,2,3‐triazole conjugates, is presented in this work. The artwork displays a dinosaur that symbolizes the cascade reaction. Its spines are covered by the copper catalyst, which activates all the steps of the process, from the oxidation of the substrates to the azidation and copper‐azide‐alkyne cycloaddition reaction. Meanwhile, the reagents arrive through a waterfall, which also represents the benign and water‐tolerant character of the method. More information can be found in the Full Paper by A. Gini, O. García Mancheño, et al. on page 4077.
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