Metal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: direct access to biaryls.
A metal-free oxidative decarbonylative coupling of aromatic aldehydes with electron-rich or electron-deficient arenes to produce biaryl compounds was developed. This novel coupling was proposed to proceed via a non-chain radical homolytic aromatic substitution (HAS) type mechanism, based on the substrate scope, ortho-regioselectivity, radical trapping experiments and DFT calculation studies. With the ready availability of aromatic aldehydes and arenes, metal-free conditions should make this coupling attractive for the biaryl synthesis.
Key Laboratory for Environmentally Friendly Chemistry and Application of the Ministry of Education, College of Chemistry, Xiangtan University, Hunan, 411105, China. yangluo@xtu.edu.cn.
Ren-Jin
RJ
Tang
Qing
Q
He
Luo
L
Yang
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D004583:Electrons; D005609:Free Radicals; D047028:Macrocyclic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D058451:Oxidative Coupling; D013237:Stereoisomerism
D000447:Aldehydes; D005609:Free Radicals; D047028:Macrocyclic Compounds