Litcius/Paper detail

Copper-Catalyzed Oxidative [3 + 2] Cycloaddition of Enamines and Pyridotriazoles toward Indolizines

Enfu Wang, Jiangbin Luo, Luoman Zhang, Jian Zhang, Yaojia Jiang

2024Organic Letters15 citationsDOI

Abstract

An efficient copper catalytic system has been established for the synthesis of highly functional indolizines through oxidative [3 + 2] cycloaddition of enamines and pyridotriazoles. This modular platform is compatible with a broad range of functional groups, including natural and complex skeletons, allowing for late-stage modifications. It features a step-economical, highly regioselective, and easy-handling procedure and has been applied in constructing small molecules of potent activity toward inhibiting the VEGF-NRP1 interaction through a one-pot reaction of pyridotriazoles, amines, and aldehydes.

Topics & Concepts

ChemistryCycloadditionRegioselectivityCatalysisOxidative phosphorylationCombinatorial chemistryCopperOrganic chemistryBiochemistrySynthesis and Reactivity of HeterocyclesCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods