Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5271828 | Tetrahedron Letters | 2010 | 4 Pages |
A step-wise, room temperature procedure for acyl azide formation and the subsequent Curtius rearrangement of phenyl and heteroaryl acetic acids is described. We have developed a protocol for room temperature Curtius rearrangement in MeOH or CHCl3 that provides an improvement over standard conditions, avoiding the use of additives or heat. This room temperature optimization of the Curtius rearrangement prevents the formation of side products often observed with benzylic acids, allowing access to a variety of benzylic and heteroarylmethyl amines.
Graphical abstractA step-wise, room temperature method for the Curtius rearrangement is described that proceeds in the absence of additives to provide benzylic and heteroarylmethyl amines.Download full-size image