Ultrasound assisted one-pot synthesis of benzo-fused indole-4,9-dinones from 1,4-naphthoquinone and α-aminoacetals

被引:11
作者
Luu, Quang H. [1 ]
Guerra, Jorge D. [1 ]
Castaneda, Cecilio M. [1 ]
Martinez, Manuel A. [1 ]
Saunders, Jong [1 ]
Garcia, Benjamin A. [2 ]
Gonzales, Brenda V. [2 ]
Aidunuthula, Anushritha R. [2 ]
Mito, Shizue [1 ,2 ]
机构
[1] Univ Texas El Paso, Dept Chem, El Paso, TX 79968 USA
[2] Univ Texas Rio Grande Valley, Dept Chem, Edinburg, TX 78539 USA
关键词
p-Indolequinone; Cyclization; One-pot reaction; Ultrasound-assisted; Heterocycles; PALLADIUM-PROMOTED SYNTHESIS; CATALYZED TOTAL-SYNTHESIS; MURRAYAQUINONE-A; DERIVATIVES; ALKALOIDS; INDOLEQUINONES; ENAMINES; INDOLOQUINONES; BROMOQUINONES; FUROSTIFOLINE;
D O I
10.1016/j.tetlet.2016.04.031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot synthesis of benzo[f]indole-4,9-diones from 1,4-naphthoquinone with alpha-aminoacetals has been developed. This method provides a straightforward synthesis of benzo[f]indole-4,9-diones via intramolecular nucleophilic attack of aminoquinones to aldehydes under mild reaction conditions. The detailed mechanism was also investigated. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2253 / 2256
页数:4
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