Litcius/Paper detail

Copper-Catalyzed Formal [3 + 3] Annulations of Arylketoximes and <i>o</i>-Fluorobenzaldehydes: An Entry to Quinoline Compounds

Zhenhua Xu, Hongbiao Chen, Guo‐Jun Deng, Huawen Huang

2021Organic Letters39 citationsDOI

Abstract

A copper-based catalytic system has been developed to enable efficient cyclization of ketoxime acetates with o-fluorobenzaldehydes. This protocol offers an efficient method for the synthesis of substituted quinoline derivatives with a broad range of compatible functionalities. The present system also provides a rapid access to synthetically and pharmaceutically useful quinoline-fused polycycles such as benzo[c]acridines.

Topics & Concepts

QuinolineChemistryCatalysisCombinatorial chemistryCopperOrganic chemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions