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

被引：4

作者：

Chauhan, SMS ^{[1
]}

Sahoo, B ^{[1
]}

Mohapatra, PP ^{[1
]}

Kalra, B ^{[1
]}

Gulati, A ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2001年 / 49卷 / 09期

关键词：

8-methoxypsoralen; H2O2 and KO2; halogenated and perhalogenated iron(III)porphyrins; 5,8-dioxopsoralen; 6-formyl-7-hydroxy-8-methoxycoumarin;

D O I：

10.1248/cpb.49.1232

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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-dichlorophenyl)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.

引用

页码：1232 / 1233

页数：2

共 24 条

[1]

ADAM W, 1994, LIEBIGS ANN CHEM, P689

[2] PSORALEN PHOTOCHEMOTHERAPY OF CUTANEOUS DISORDERS [J].