A simple and convenient method for synthesis of new aminonaphthoquinones derived from lawsone by catalytic multicomponent Mannich reaction

被引:35
作者
Fiorot, Rodolfo G. [1 ]
Allochio Filho, Joao F. [1 ]
Pereira, Thieres M. C. [2 ]
Lacerda, Valdemar, Jr. [1 ]
dos Santos, Reginaldo B. [1 ]
Romao, Wanderson [2 ]
Greco, Sandro J. [1 ]
机构
[1] Univ Fed Espirito St, Dept Quim, Lab Sintese Organ & Med, BR-29075910 Golabeiras, Vitoria ES, Brazil
[2] Univ Fed Espirito St, Dept Quim, Lab Petr, BR-29075910 Golabeiras, Vitoria ES, Brazil
关键词
Multicomponent reaction; Catalytic Mannich reaction; Lawsone; DERIVATIVES; ANTIBACTERIAL; ANTIFUNGAL; NAPHTHOQUINONES; CHEMISTRY; AGENTS;
D O I
10.1016/j.tetlet.2014.06.031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A clean, efficient and facile one-pot protocol was developed for the synthesis of a series of new aminonaphthoquinones derived from 2-hydroxy-1,4-naphthoquinone (lawsone) by three-component Mannich reaction using catalytic amount of p-TsOH in CH3CN, at room temperature. At the present work, we improved the yield and significantly reduced the reaction time for several Mannich reactions with different amine and aromatic aldehydes using a non-expensive, mild catalyst and suitable solvent. Published by Elsevier Ltd.
引用
收藏
页码:4373 / 4377
页数:5
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