[4 + 2] Cyclization or Lossen Rearrangement: Rhodium-Catalyzed Divergent Synthesis of Carboline Derivatives with Anticancer Activity
Lijie Lv, Jia Zheng, Yijie Xiao, Dan Ni, Zhangshun Luo, Yunyun Gao, Yue Wei, Yi He, Shenyou Nie
Abstract
An unusual rhodium-catalyzed C-H activation/Lossen rearrangement/oxa-Michael addition tandem cyclization has been achieved along with a tunable well-known C-H activation/[4 + 2] annulation, leading to regio-, chemo-, and diastereoselective access to diverse pentacyclic α-carbolines and β-carboline-1-one derivatives in moderate to good yields with significant anticancer activity.
Topics & Concepts
ChemistryRhodiumCatalysisCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and bioactivity of alkaloidsCatalytic Cross-Coupling Reactions