title: Ir(III)-catalyzed mild C-H amidation of arenes and alkenes: an efficient usage of acyl azides as the nitrogen source.
abstract: Reported herein is the development of the Ir(III)-catalyzed direct C-H amidation of arenes and alkenes using acyl azides as the nitrogen source. This procedure utilizes an in situ generated cationic half-sandwich iridium complex as a catalyst. The reaction takes place under very mild conditions, and a broad range of sp(2) C-H bonds of chelate group-containing arenes and olefins are smoothly amidated with acyl azides without the intervention of the Curtius rearrangement. Significantly, a wide range of reactants of aryl-, aliphatic-, and olefinic acyl azides were all efficiently amidated with high functional group tolerance. Using the developed approach, Z-enamides were readily accessed with a complete control of regio- and stereoselectivity. The developed direct amidation proceeds in the absence of external oxidants and releases molecular nitrogen as a single byproduct, thus offering an environmentally benign process with wide potential applications in organic synthesis and medicinal chemistry.
authors: Department of Chemistry, Korea Advanced Institute of Science & Technology (KAIST), Daejeon 305-701, Republic of Korea.
authors: Jaeyune
authors: J
authors: Ryu
authors: Jaesung
authors: J
authors: Kwak
authors: Kwangmin
authors: K
authors: Shin
authors: Donggun
authors: D
authors: Lee
authors: Sukbok
authors: S
authors: Chang