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A Novel and Useful Oxidative Intramolecular Coupling Reaction of Phenol Ether Derivatives on Treatment with a Combination of Hypervalent Iodine( III ) Reagent and Heteropoly Acid
Author(s) -
Hamamoto Hiromi,
Anilkumar Gopinathan,
Tohma Hirofumi,
Kita Yasuyuki
Publication year - 2002
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20021202)8:23<5377::aid-chem5377>3.0.co;2-h
Subject(s) - hypervalent molecule , phenol , reagent , chemistry , intramolecular force , iodine , oxidative coupling of methane , ether , coupling reaction , oxidative phosphorylation , organic chemistry , phenols , medicinal chemistry , combinatorial chemistry , catalysis , biochemistry
The oxidative intramolecular coupling reaction of phenol ether derivatives (nonphenolic derivatives) on treatment with a novel combination of a hypervalent iodine( III ) reagent, phenyliodine bis(trifluoroacetate) (PIFA), and heteropoly acid (HPA) was studied. Biaryl compounds were obtained in excellent yields on treatment of highly substituted phenol ethers. On the other hand, spirodienones were specifically formed when one of the preferred arylic coupling sites was substituted with a methoxy group in the para position.