Litcius/Paper detail

Direct C–C Bond Cleavage of 1,3-Dicarbonyl Compounds as a Single-Carbon Synthon: Synthesis of 2-Aryl-4-quinolinecarboxylates

You Zhou, Peng Zhao, Li‐Sheng Wang, Xiaoxiao Yu, Chun Huang, Yan‐Dong Wu, An‐Xin Wu

2021Organic Letters27 citationsDOI

Abstract

A novel [2 + 1 + 3] cyclization reaction for the synthesis of 2-aryl-4-quinolinecarboxylates from aryl methyl ketones, arylamines, and 1,3-dicarbonyl compounds has been established. This metal-free process achieved the C-C bond cleavage of 1,3-dicarbonyl compounds directly as a single-carbon synthon. The reaction is highly efficient and has good substrate compatibility while operating under mild conditions. This method has good practicability and successfully realized the synthesis of bioactive molecules.

Topics & Concepts

SynthonChemistryArylBond cleavageCleavage (geology)Combinatorial chemistryMoleculeOrganic chemistryStereochemistryCatalysisAlkylFracture (geology)Geotechnical engineeringEngineeringCatalytic C–H Functionalization MethodsMulticomponent Synthesis of HeterocyclesSynthesis and Biological Evaluation