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Synthesis of acyl azides and related compounds

Recent Literature

A general synthesis of acyl azides from the corresponding N-acyl benzotriazoles affords acyl azides in good yields and avoids the use of acid activators and NO⁺ equivalents typically employed to synthesize these compounds from acid chlorides and hydrazides, respectively.
A. R. Katritzky, K. Widyan, K. Kirichenko, J. Org. Chem., 2007, 72, 5802-5804.

Aliphatic and aromatic aldehydes can be converted to acyl azides by treatment with iodine azide. If the reaction is performed at reflux, Curtius rearrangement occurs and carbamoyl azides are obtained directly from the aldehyde in good yield.
L. Marinescu, J. Thinggaard, I. B. Thomsen, M. Bols, J. Org. Chem., 2003, 68, 9453-9455.

L. Marinescu, J. Thinggaard, I. B. Thomsen, M. Bols, J. Org. Chem., 2003, 68, 9453-9455.

Aldehydes are safely and conveniently converted to acyl azides and benzyl ethers to azido ethers by treatment with polymer supported iodine azide in MeCN at 83 °C. The reaction provides an alternative to the use of iodine azide in radical azidonations.
L. G. Marinescu, C. M. Pedersen, M. Bols, Tetrahedron, 2005, 61, 123-127.