Article

Iron(III) chloride catalyzed oxidative coupling of aromatic nuclei.

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
The Journal of Organic Chemistry (impact factor: 4.45). 01/2009; 74(2):935-8. DOI:10.1021/jo8021633 pp.935-8
Source: PubMed

ABSTRACT Easily available and nontoxic FeCl(3) catalyzes intramolecular oxidative coupling for the direct construction of the phenanthrene ring using meta-chloroperbenzoic acid as sole oxidant at room temperature in excellent yields. The mechanistic investigations show that FeCl(3)-catalyzed coupling proceeds through the heterolytic coupling (A(+) + B). The catalytic approach has been applied to intermolecular biaryl coupling of 2-naphthols and phenol ether.

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Keywords

catalytic approach
 
direct construction
 
intermolecular biaryl coupling
 
mechanistic investigations
 
meta-chloroperbenzoic acid
 
phenol ether
 
room temperature
 

Kailiang Wang