SYNTHESIS OF 3-COUMARIN-CARBOXYLIC ACIDS AND THEIR APPLICATION IN THE TOTAL SYNTHESIS OF AIAPIN, COUMARIN, AND UMBELIFERONE

被引：6

作者：

Cunha, Silvio ^{[1
,2
]}

Martins Iunes, Carlos Eduardo ^{[1
,2
]}

Oliveira, Caio Costa ^{[1
,2
]}

Botelho de Santana, Lourenco Luis ^{[1
,2
]}

机构：

[1] Univ Fed Bahia, Inst Quim, Campus Ondina, BR-40170290 Salvador, BA, Brazil

[2] Univ Fed Bahia, Inst Nacl Ciencia & Tecnol Energia Ambiente, BR-40170290 Salvador, BA, Brazil

来源：

QUIMICA NOVA | 2015年 / 38卷 / 08期

关键词：

Green Chemistry; Meldrum's acid; undergraduate organic chemistry experiment; heterocycles synthesis; GREEN CHEMISTRY; AROMATIC-ALDEHYDES; MELDRUMS ACID; PHENOLS; WATER;

D O I：

10.5935/0100-4042.20150096

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of 3-coumarin-carboxylic acids and their application to the total synthesis of the natural products ayapin, coumarin, and umbeliferone in undergraduate organic chemistry experiments is described herein. The synthetic approach consists of a one-pot cyclization between salyciladehydes and Meldrum's acid in water to produce the above mentioned acids, followed by decarboxylation under basic or radical conditions.

引用

页码：1125 / 1131

页数：7