Abstract
This account summarizes our recent developments in copper-catalyzed
coupling reactions, including copper-catalyzed N-, O-,
and P-arylations, the formation of carbon-nitrogen and
carbon-carbon bonds via carbon-hydrogen bond activation,
and the synthesis of N -heterocyclic compounds.
1 Introduction and Background
2 Copper-Catalyzed N-, O-, and P-Arylations
2.1 Copper-Catalyzed Synthesis of Primary Aromatic Amines
2.2 Copper-Catalyzed Synthesis of Phenols in Water
2.3 Copper-Catalyzed N-Arylation of Aliphatic Amines and Amino
Acids at Room Temperature
2.4 Copper-Catalyzed N-Arylation of N -Heterocycles
and Aliphatic Amines in Water
2.5 A General Ligand for Copper-Catalyzed N-, O-, and P-Arylations
3 Copper-Catalyzed Formation of Carbon-Nitrogen and
Carbon-Carbon Bonds via Carbon-Hydrogen Bond Activation
3.1 Copper-Catalyzed Amidation of sp³ -Carbon-Hydrogen Bonds
3.2 Copper-Catalyzed Amidation of sp² -Carbon-Hydrogen Bonds
of Aldehydes
3.3 Copper-Catalyzed Synthesis of Propargylamines via Carbon-Hydrogen
Bond Activation
3.4 Copper-Catalyzed Aerobic Oxidative Couplings of Aromatic
Boronic Acids with Terminal Alkynes
4 Copper-Catalyzed Synthesis of N -Heterocyclic
Compounds
4.1 Copper-Catalyzed Cascade Synthesis of Quinazolinones
4.2 Copper-Catalyzed Cascade Synthesis of Isoquinolin-1(2H )-ones
4.3 Copper-Catalyzed Cascade Synthesis of 1,2,4- Benzothiadiazine
1,1-Dioxides
4.4 Copper-Catalyzed Cascade Synthesis of Quinazolines
4.5 Copper-Catalyzed Cascade Synthesis of Benzimidazoles
4.6 Copper-Catalyzed Cascade Synthesis of 2,5-Disubstituted Imidazolones
4.7 Copper-Catalyzed Cascade Synthesis of 2-Amino-1H -indole-3-carboxylate Derivatives
4.8 Copper-Catalyzed Cascade Synthesis of Benzimidazo[1,2-b ]isoquinolin-11-ones
4.9 Copper-Catalyzed Synthesis of Triazoles ‘on Water’
5 Summary
Key words
copper catalysis - arylations - cascade reactions -
N -heterocycles - carbon-hydrogen
bond activation