An efficient synthesis of carboxaldehyde derivatives of 4H-pyran-4-one

被引：4

作者：

Teimuri-mofrad, Reza ^{[1
]}

Abrishami, Fatemeh ^{[1
]}

机构：

[1] Malek Ashtar Univ Technol, Fac Mat, Dept Chem, Tehran 16765, Iran

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2007年 / 85卷 / 05期

关键词：

4H-pyran-4-one; hydroxymethyl and carboxaldehyde derivatives; acetoxylation; hydrolysis; oxidation;

D O I：

10.1139/V07-034

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We developed a general method for the synthesis of various 2-mono- and 2,6-di-carboxaldehyde substituted derivatives of 3,5-diphenyl-4H-pyran-4-one and 4H-pyran-4-one. 3,5-Diphenyl-6-methyl-4-oxo-4H-pyran-2carboxaldehyde (4a), 6-methyl-4-oxo-4H-pyran-2-carboxaldc hyde (4b), 3,5-diphenyl-4-oxo-4H-pyran-2,6dicarboxaldehyde (5a), 4-oxo-4H-pyran-2,6-dicarboxaldehyde (5b), 3,5-diphenyl-6-hydroxymethyl-4-oxo-4H-pyran-2carboxaldehyde (10a), and 6-hydroxymethyl-4-oxo-4H-pyran-2-carboxaldehyde (10b) were obtained from the corresponding di-, tri-, and tetra-bromo derivatives of 2,6-dimethyl-3,5-diphenyl-4H-pyran-4-one (1a) and 2,6-dimethyl-4H-pyran-4-one (1b) by treatment with silver acetate followed by hydrolysis. Compounds 4a and 4b were also obtained by the oxidation of 10a and 10b with barium manganate.

引用

页码：352 / 357

页数：6

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