Reductive carbodiazenylation of nonactivated olefins via aryl diazonium salts

Org Lett. 2006 Jul 20;8(15):3323-5. doi: 10.1021/ol0611393.

Abstract

[Structure: see text] The reduction of aryl diazonium salts in the presence of nonactivated olefins provides rapid entry to carbodiazenylation products. The regioselective functionalization of double bonds is achieved in a one-pot process starting from aniline derivatives. Carboamination of olefins is possible via a two-step carbodiazenylation-hydrogenation sequence in which one aniline equivalent is recovered.