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Synthesis of vinyl azides

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The nucleophilic addition of sodium azide to 1,2-allenyl esters regio- and stereoselectively generates vinyl azides in excellent yields. A sequential reaction for the synthesis of pyrroles using 1-allyllic 1,2-allenyl esters as substrates is developed on the basis of a domino process involving nucleophilic addition, cycloaddition, denitrogenation, and aromatization.
X. Huang, R. Shen, T. Zhang, J. Org. Chem., 2007, 72, 1534-1537.