Formation of 6-formyl-7-hydroxy-8-methoxycoumarin and 5,8-dioxopsoralen byreaction of 8-methoxypsoralen with H2O2 and potassium superoxide (KO2) catalyzed by halogenated or perhalogenated 5,10,15,20-tetraarylporphyrinatoiron(III) chlorides

Authors
Chauhan, SMS Sahoo, B Mohapatra, PP Kalra, B Gulati, A
Citation
Sms. Chauhan et al., Formation of 6-formyl-7-hydroxy-8-methoxycoumarin and 5,8-dioxopsoralen byreaction of 8-methoxypsoralen with H2O2 and potassium superoxide (KO2) catalyzed by halogenated or perhalogenated 5,10,15,20-tetraarylporphyrinatoiron(III) chlorides, CHEM PHARM, 49(9), 2001, pp. 1232-1233
Citations number
21
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
49
Issue
9
Year of publication
2001
Pages
1232 - 1233
Database
ISI
SICI code
0009-2363(200109)49:9<1232:FO6A5B>2.0.ZU;2-#
Abstract
The oxidation of 8-methoxypsoralen (2) with hydrogen peroxide and potassium superoxide catalyzed by 5,10,15,20-(2,4,6-trimethylphenyl)porphyrinatoiron (III) chlorides [Me-12-TPPFe(III)CI] (1a) and 5,10,15,20-(2,6-dichloropheny l)porphyrinatoiron(III) chlorides [Cl8TPPFe(III)Cl] (1b) in dichloromethane gives 6-formyl-7-hydroxy-8-methoxycoumarin (3) in moderate yields, whereas the oxidation of (2) with H2O2 catalyzed by 5,10,15,20-(2,6-dichlorophenyl )-beta -octahaloprophyrinatoiron(III) chlorides [Cl(8)betaX(8)TPPFe(III)Cl] (X = Cl, Br) (1c, 1d) give specifically 5,8-dioxopsoralen (4) in moderate yields.