Direct access to benzofuro[2,3-b]quinoline and 6H-chromeno[3,4-b]quinoline cores through gold-catalyzed annulation of anthranils with arenoxyethynes and aryl propargyl ethers

被引：21

作者：

Patil, Manoj D. ^{[1
]}

Liu, Rai-Shung ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Frontier Res Ctr Matter Sci & Technol, Hsinchu, Taiwan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 18期

关键词：

C-H ANNULATION; 3+2 CYCLOADDITION; CATIONIC GOLD; ALKALOIDS; ALKYNES; BENZOFUROQUINOLINES; DERIVATIVES; ISOXAZOLES; LEAVES; ACID;

D O I：

10.1039/c9ob00468h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This work reports a facile annulation of anthranils with aryloxyethynes or aryl propargyl ethers to construct useful benzofuro[ 2,3-b] quinoline and 6H-chromeno[3,4-b] quinoline frameworks, respectively; these heterocycles are not readily available from literature methods despite their biological significance. This high atom-and step-economy strategy is highlighted by a broad substrate scope. The reaction mechanism is proposed to proceed through sequential cyclizations among the oxyaryl group, gold carbene and benzaldehyde of the a-imino gold carbene intermediates.

引用

页码：4452 / 4455

页数：4

共 15 条

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