Synthesis of arylnaphthalene lignan lactone using benzoin condensation, intramolecular thermal cyclization and Suzuki coupling

被引：15

作者：

Hayat, Faisal ^{[1
]}

Kang, Lien ^{[1
]}

Lee, Chang-Yong ^{[1
]}

Shin, Dongyun ^{[1
]}

机构：

[1] Gachon Univ, Coll Pharm, Inchon 406799, South Korea

来源：

TETRAHEDRON | 2015年 / 71卷 / 19期

基金：

新加坡国家研究基金会;

关键词：

Arylnaphthalene; Anticancer; Synthesis; Suzuki; Benzoin condensation; Justicidin; ONE-POT; 2+2+2 COCYCLIZATION; JUSTICIDIN-B; INHIBITOR; DAURINOL; SCAFFOLD; ARYNES; ROUTE;

D O I：

10.1016/j.tet.2015.03.023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Arylnaphthalene lactones, which are natural lignans and isolated from a wide range of plants, exhibit significant biological activity, including anticancer and antiviral activities. In this work, we have developed a versatile and convergent synthetic method for arylnaphthalene lactones, which involves the use of benzoin condensation and thermal intramolecular cyclization for preparing the key intermediate, naphthol. A high-yielding Suzuki reaction is utilized to introduce the aryl group to the C9 position of the naphthalene lactones, which allows for the construction of the arylnaphthalene lactone skeleton. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：2945 / 2950

页数：6

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