When 4-Chloro-3-vinyl Coumarins Meet Cyclic 1,3-Diketones: Chemoselective and Unexpected Synthesis of Benzocoumarin Derivatives

被引：1

作者：

Alizadeh, Abdolali ^{[1
]}

Farajpour, Behnaz ^{[1
]}

Rezaiyehraad, Reza ^{[1
]}

Khanpour, Mojtaba ^{[1
]}

机构：

[1] Tarbiat Modares Univ, Dept Chem, POB 14115-175, Tehran, Iran

来源：

CHEMISTRYSELECT | 2021年 / 6卷 / 43期

关键词：

benzo[c]chromen-6-one; dimedone; 6 pi-electrocyclic ring closure; 1,3-indandione; nucleophilic substitution; pyrano[3,2-c]chromen-5(4H)-ones; alpha; beta-unsaturated coumarins; ONE-POT; DIELS-ALDER; FACILE; BIOSYNTHESIS; HETEROCYCLES; CYCLIZATION; EFFICIENT; DIVERSE; ACID; DYES;

D O I：

10.1002/slct.202103193

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of pyranocoumarins and benzocoumarins were synthesized by base-mediated reaction of 4-chloro-3-vinyl coumarins with cyclic 1,3-dikeones in ethanol at reflux. Reactions using dimedone and 1,3-cyclohexadione gave pyranocoumarins, whereas 1,3-indandione resulted in the formation of unexpected benzocoumarin derivatives. These transformations were carried out under relatively green and mild conditions, provided access to novel coumarin-based heterocycles in synthetically useful yields.

引用

页码：11925 / 11930

页数：6

共 46 条

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