Conversion of 3-aryl-5-phenyl-2(3H)-furanones into 3(2H)-isothiazolone derivatives

被引：20

作者：

Derbala, HA ^{[1
]}

Hamad, ASS ^{[1
]}

El Said, WA ^{[1
]}

Hashem, AI ^{[1
]}

机构：

[1] Ain Shams Univ, Fac Sci, Dept Chem, Cairo, Egypt

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2001年 / 175卷

关键词：

2(3H)-furanones; N-benzylamides; isomerization; 3(2H)-isothiazolones; debenzoylation;

D O I：

10.1080/10426500108040263

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Upon heating 3-aryl-5-phenyl-2(3H)-furanones (1a-c) with benzylamine at 100 degreesC in the absence of solvents, ring opening occurred with the formation of the corresponding N-benzy-lamides (3a-c). When the latter compounds (3a-c) were allowed to react with thionyl chloride at room temperature, the corresponding isothiazolones (4a-c) were obtained. Treatment of the isothiazolones (4a-c) with sodium hydroxide in benzene at room temperature affected debenzoylation to give the corresponding 2-benzyl-4-aryl-3(2H)-isothiazolones (5a-c).

引用

页码：153 / 162

页数：10

共 15 条

[1]

AHMED MA, 1993, REV ROUM CHIM, V38, P79

[2] STUDIES ON 5-BENZOYL-3-ISOTHIAZOLINONES [J].