One-pot, sequential four-component synthesis of benzo[c]pyrano[3,2-a]phenazine, bis-benzo[c]pyrano[3,2-a]phenazine and oxospiro benzo [c]pyrano[3,2-a]phenazine derivatives using 1,4-diazabicyclo[2.2.2]octane (DABCO) as an efficient and reusable solid base catalyst

被引:56
|
作者
Hasaninejad, Alireza [1 ]
Firoozi, Somayeh [1 ]
机构
[1] Persian Gulf Univ, Fac Sci, Dept Chem, Bushehr 75169, Iran
关键词
Multi-component reactions; MCRs; 1,4-Diazabicyclo[2.2.2]octane; DABCO; Microwave irradiation; Pyrano[3,2-a]phenazines; Bis- benzo[c]pyrano[3,2-a]phenazines; Oxospiro benzo[c]pyrano[3,2-a]phenazines; SOLVENT-FREE; ANTICANCER AGENTS; HIGHLY EFFICIENT; NATURAL-PRODUCTS; BETA-LAPACHONE; ACID; ANALOGS;
D O I
10.1007/s11030-013-9446-x
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
1,4-Diazabicyclo[2.2.2]octane (DABCO) has been used as an efficient and reusable solid base catalyst for the one-pot, two-step, four-component synthesis of pyrano[3,2-a]phenazine derivatives by the condensation reaction of 2-hydroxy-1,4-naphthoquinone, 1,2-diamines, carbonyl compounds and alkylmalonates under conventional heating as well as microwave irradiation. This procedure has also been applied successfully for the synthesis of novel bis- benzo[c]pyrano[3,2-a]phenazine and oxospiro benzo[c]pyrano[3,2-a]phenazine derivatives. Using this procedure, all the products were obtained in good to excellent yields. The catalyst has been recovered and reused several times without any loss of reactivity.
引用
收藏
页码:499 / 513
页数:15
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