Lewis Acid-Catalyzed Formal [3+3] Annulation of Propargylic Alcohols with 4-Hydroxy-2H-chromen-2-ones

被引：22

作者：

Han, Ya-Ping ^{[1
,2
]}

Li, Xue-Song ^{[1
,2
]}

Li, Ming ^{[1
,2
]}

Zhu, Xin-Yu ^{[1
,2
]}

Liang, Yong-Min ^{[1
,2
]}

机构：

[1] Lanzhou Univ, Coll Chem & Chem Engn, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China

[2] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 15期

基金：

美国国家科学基金会;

关键词：

4-hydroxy-2H-chromen-2-ones; nucleophilic addition; Lewis acids; alcohols; pyrano[3,2-c]chromen-5(2H)-one derivatives; SELECTIVE ACETYLCHOLINESTERASE INHIBITORS; PENICILLIUM SP FO-4259; NATURAL-PRODUCTS; FACILE SYNTHESIS; CASCADE REACTION; TANDEM REACTION; DOMINO REACTION; ARISUGACIN-A; METAL-FREE; PYRANOCOUMARINS;

D O I：

10.1002/adsc.201800131

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A Lewis acid-catalyzed formal [3+3] cascade annulation strategy for the formation of diverse tricyclic compounds possessing functionalized pyrano[3,2-c]chromen-5(2H)-one fragments has been developed using propargylic alcohols and 4-hydroxy-2H-chromen-2-ones as the substrates. The protocol provides a one-step, environmentally benign method of accessing a broad range of pyrano[3,2-c]chromen-5(2H)-one derivatives in excellent yields under mild conditions and with good functional-group tolerance. The method is effective on the gram scale, which highlights the inherent practicality of this synthetic transformation.

引用

页码：2796 / 2800

页数：5

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