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
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页码:499 / 513
页数:15
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