Mild Amide Synthesis Using Nitrobenzene under Neutral Conditions.

Abstract

Amide synthesis is one of the most important transformations in organic chemistry due to the broad application in pharmaceutical drugs and organic materials. In this report, we describe a mild protocol for amide formation using the readily available nitroarenes as nitrogen sources and an inexpensive iron complex as a catalyst. Because of the use of the pH-neutral conditions and the avoidance of the strong oxidant or reductant, a wide range of aromatic and aliphatic aldehydes as well as nitroarenes with various functional groups could be tolerated well. A plausible mechanism is proposed based on the detailed studies, in which iron catalyst initiates the radical process and the solvent plays a key role as O-atom acceptor.