1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-promoted reduction of azides to amines under metal-free conditions

A simple and novel metal-free reduction of azides to amines in the presence of DBU is reported. Aromatic and sulfonyl azides are typically used to give the desired amines in moderate to excellent yields. This transformation features good functional group tolerance and high chemo-selectivity. In this reduction, functional groups such as alkynes, halides, ethers, esters and cyano groups are not affected. DBU is used as not only the solvent but also the reducing reagent.

Automated summary

A simple and novel metal-free reduction method using DBU as both solvent and reducing reagent is reported for converting azides to amines, with aromatic and sulfonyl azides giving desired products in moderate to excellent yields. The transformation demonstrates good functional group tolerance and high chemo-selectivity.