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Synthesis of allyl azides

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A direct catalytic azidation of primary, secondary, and tertiary allylic alcohols affords the corresponding allylic azides in high to excellent yields and regioselectivities. The reaction provides straightforward access to allylic azides that are valuable intermediates in organic synthesis.
M. Rueping, C. Vila, U. Uria, Org. Lett., 2012, 14, 768-771.


A catalytic amount of iron trichloride enables as C-C and C-N bond formation reactions of O-heterocycles accompanied by ring opening in the presence of TMSN3 or allylsilanes. The reactions smoothly proceeded at room temperature to give the corresponding primary saturated alcohols from 2-substituted tetrahydrofurans, ortho-substituted benzyl alcohols from phthalanes, and saturated carboxylic acids from lactones in high yields.
Y. Sawama, K. Shibata, Y. Sawama, M. Takubo, Y. Monguchi, N. Krause, H. Sajiki, Org. Lett., 2013, 15, 5282-5285.