High chemoselectivity in microwave accelerated intramolecular domino Knoevenagel hetero Diels-Alder reactions - an efficient synthesis of pyrano[3-2c]coumarin frameworks

被引：61
|
作者：
Shanmugasundaram, M [1 ]
Manikandan, S [1 ]
Raghunathan, R [1 ]
机构：
[1] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India
来源：
TETRAHEDRON | 2002年 / 58卷 / 05期
关键词：
Diels-Alder reactions; coumarins; chromones; microwave heating;
D O I：
10.1016/S0040-4020(01)01076-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
4-Hydroxy coumarin and its benzo-analogues undergo intramolecular domino Knoevenagel hetero Diels-Alder reactions with O-prenylated aromatic aldehydes and the aliphatic aldehyde, citronellal to afford pyrano fused polycyclic frameworks. A high degree of chemoselectivity was achieved by the application of microwave irradiation. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：997 / 1003
页数：7
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