N-iodosuccinimide:: An efficient reagent for regioselective heterocyclization of 3-allyl-4-hydroxy[1]benzopyran-2-ones

被引：8

作者：

Majumdar, KC ^{[1
]}

Basu, PK ^{[1
]}

Roy, B ^{[1
]}

机构：

[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India

来源：

SYNTHETIC COMMUNICATIONS | 2003年 / 33卷 / 20期

关键词：

N-iodosuccinimide; regioselective reaction; heterocyclization; 4-hydroxycoumarin; 6-endo cyclization;

D O I：

10.1081/SCC-120024750

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thermal Claisen rearrangement of 4-allyloxy[1]benzopyran-2-ones in refluxing chlorobenzene gave 3-allyl-4-hydroxy[1]benzopyran-2-ones in 82-90% yield. A number of 3-iodopyrano[3,2-c][1]benzopyran-5(2H)-ones were synthesized in 80-92% yield by the regioselective heterocyclization of 3-allyl-4-hydroxy[1]benzopyran-2-ones with N-iodosuccinimide in acetonitrile at 0-5degreesC.

引用

页码：3621 / 3630

页数：10

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