Synthesis of Isoquinolines via Rhodium(III)‐Catalyzed Dehydrative CC and CN Coupling between Oximines and Alkynes
2011; Wiley; Volume: 353; Issue: 5 Linguagem: Inglês
10.1002/adsc.201000887
ISSN1615-4169
AutoresXingping Zhang, Dan Chen, Miao Zhao, Jing Zhao, Ai‐Qun Jia, Xingwei Li,
Tópico(s)Catalytic Cross-Coupling Reactions
ResumoAbstract Isoquinolines have been synthesized from the redox‐neutral dehydrative CN and CC cross‐coupling between oximines and alkynes using a catalytic amount of (pentamethylcyclopentadiene)rhodium dichloride dimer {[RhCp*Cl 2 ] 2 } and cesium acetate (CsOAc), a process that involves ortho CH activation of oximines and subsequent functionalization with alkynes. This redox‐neutral catalytic isoquinoline synthesis operates under mild conditions, and is insensitive to moisture or air. A broad scope of coupling partners has been established, and a likely mechanism has been suggested.
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