Radical azidonation of aldehydes

L Marinescu, J Thinggaard, IB Thomsen…

Index: Marinescu, Lavinia; Thinggaard, Jacob; Thomsen, Ib B.; Bols, Mikael Journal of Organic Chemistry, 2003 , vol. 68, # 24 p. 9453 - 9455

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Citation Number: 67

Abstract

Aliphatic and aromatic aldehydes can be converted to acyl azides by treatment with iodine azide at 0-25° C. If the reaction is performed at reflux Curtius rearrangement occurs and carbamoyl azides are obtained in 70-97% yield from the aldehyde. The reaction was shown to have a radical mechanism.

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