Gold-Catalyzed Cascade Reaction of 2-Alkynyl Aryl Azides with Enecarbamates for Direct Synthesis of α-(3-Indolyl)ketones
Jin-Ming Xie, Yunlong Zhu, Yanming Fu, Chengfeng Zhu, Lanjun Cheng, Yang-En You, Xiang Wu, Yougui Li
Abstract
α-(3-Indolyl)ketones are essential building blocks for the generation of biologically active molecules. We described a new method for the direct assembly of α-(3-indolyl)ketones through the cascade reaction of 2-alkynyl aryl azides with enecarbamates, in which the in situ generated α-imino gold carbene intermediate was trapped by enecarbamate to achieve umpolung reactivity of indole at the 3-position.
Topics & Concepts
ChemistryUmpolungCarbeneIndole testArylCatalysisReactivity (psychology)Combinatorial chemistryCascadeMoleculeOrganic chemistryAlkylNucleophileMedicineAlternative medicineChromatographyPathologyCatalytic Alkyne ReactionsClick Chemistry and ApplicationsCatalytic C–H Functionalization Methods