Tetrahydroxydiboron and Nickel Chloride Cocatalyzed Rapid Radical Cyclization toward Pyrrolizidine and Indolizidine Alkaloids
Zequn Yang, Longhui Chen, Qi Sun, Minjie Guo, Guangwei Wang, Wentao Zhao, Xiangyang Tang
Abstract
A novel tetrahydroxydiboron and nickel chloride cocatalyzed radical cyclization cascade with a broad substrate scope and an ultrashort reaction time was developed. The mechanistic investigation indicated that the reaction might involve a homocleavage of tetrahydroxydiboron and nickel hydride intermediates. This approach enables the simple and efficient synthesis of a series of heteropolycycles.
Topics & Concepts
ChemistryIndolizidinePyrrolizidineNickelHydrideRadical cyclizationChlorideCascade reactionReagentSubstrate (aquarium)Scope (computer science)Combinatorial chemistryOrganic chemistryPhotochemistryCatalysisStereochemistryAlkaloidHydrogenOceanographyGeologyComputer scienceProgramming languageCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsAdvanced Synthetic Organic Chemistry