Solvent-free cyclocondensation of lactim ethers with anthranilic acid under microwave irradiation

被引:12
作者
Cledera, P [1 ]
Sánchez, JD [1 ]
Caballero, E [1 ]
Avendaño, C [1 ]
Ramos, MT [1 ]
Menéndez, JC [1 ]
机构
[1] Univ Complutense, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain
关键词
microwave irradiation; iminoethers; cyclizations; antitumor agents; heterocycles;
D O I
10.1055/s-2004-817784
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Microwave irradiation greatly improves the results of the cyclocondensation between anthranilic acid and lactim ethers derived from 2,5-piperazinediones in terms of reaction times, yields and stereocenter integrity, leading to pyrazino[2,1-b]quinazoline-3,6-diones. The microwave-assisted reaction was also much better than the thermal one when applied to a bis-lactim ether, leading to the corresponding pentacyclic pyrazino [2,1-b:5,4-b']diquinazoline-5,13-dione in excellent yield, and it also improved the preparation of compounds containing the ring system of the anti-MDR natural product N-acetylardeemin.
引用
收藏
页码:803 / 806
页数:4
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