Synthesis of novel tricyclic 2H,7H-furo[3',4':6,7]cyclohepta-[1,2-b]pyran system

被引：1

作者：

Arsenyeva, M. Yu. ^{[1
]}

Arsenyev, V. G. ^{[1
]}

机构：

[1] So Fed Univ, Rostov Na Donu 344006, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2008年 / 44卷 / 11期

关键词：

hydroxytropone; enol; 2H-pyran-2-one; alpha-pyrone; tropolone; tropone; ethoxymethylene-malononitrile; 4-ethoxymethylene-4H-1,3-oxazol-5-one; Michael addition;

D O I：

10.1007/s10593-009-0199-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 8-hydroxy-1,3-dimethyl-4H-cyclohepta[c]furan-4-one with the ethoxymethylene derivatives of malononitrile or ethyl cyanoacetate in the presence of KOH gave noncyclic cyanovinyl derivatives as their potassium salts rather than the expected alpha-pyrone derivatives. They are smoothly cyclized to the target alpha-pyrones by refluxing with acid. The corresponding 3-benzamido-2H-pyran-2-ones can be obtained in a single vessel from the 2-aryl-4-ethoxymethylene-4H-1,3-oxazol-5-ones using the same scheme.

引用

页码：1328 / 1333

页数：6

共 14 条

[1] Synthesis of derivatives of the new condensed system 4H,7H-furo[3′,4′:6,7]cyclohepta[1,2-b]pyran [J].