Consequent Construction of C-C and C-N Bonds via Palladium-Catalyzed Dual C-H Activation: Synthesis of Benzo[c]cinnoline Derivatives

作者：Li, Hongsheng; Zhao, Junhao; Yi, Songjian; Hu, Kongzhen; Feng, Pengju^*

来源：Organometallics, 2021, 40(7): 880-889.

DOI：10.1021/acs.organomet.0c00800

• ONE-POT PROTOCOL
• CINNOLINE
• ACTIVATION/ANNULATION
• PYRAZOLONES
• CYCLIZATION
• ANNULATION
• INHIBITORS
• ARYLATION
• ANALOGS
• ALKYNES

A highly efficient palladium-catalyzed cascade annulation of pyrazolones and aryl iodides to access various benzo[c]cinnoline derivatives has been achieved at 80 degrees C. A pyridine-type ligand could improve the reaction efficiency under current reaction conditions, giving a higher product yield up to 94%. This novel approach provided a one-pot dual C-H activation strategy with good functional group tolerance, such as halogen, methoxy, nitro, ester, phenol, and so forth. The product could readily convert into cinnoline derivatives.

• 单位
  南方医科大学