Efficient one-pot synthesis of novel 6′,9′-dihydro-2H,7′H-spiro[pyrimidine-5,8′-[1,3]dioxolo[4,5-f]quinoline]-2,4,6(1H,3H)-trione derivatives under mild and "green" reaction conditions

被引:3
作者
Ebrahimi, Seyed Esmaeil Sadat [1 ]
Nozari, Nasrin [1 ]
Bahadorikhalili, Saeed [2 ]
Yahya-Meymandi, Azadeh [3 ]
Foroumadi, Alireza [1 ]
Larijani, Bagher [4 ]
Biglar, Mahmood [1 ]
Mahdavi, Mohammad [4 ]
机构
[1] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran
[2] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran
[3] Univ Birjand, Fac Sci, Dept Chem, Birjand, Iran
[4] Univ Tehran Med Sci, Endocrinol & Metab Res Ctr, Endocrinol & Metab Clin Sci Inst, Tehran, Iran
关键词
MULTICOMPONENT REACTIONS; STEREOSELECTIVE-SYNTHESIS;
D O I
10.1002/jhet.4023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this paper, an efficient method is introduced for the synthesis of 7 ',9 '-disubstituted 6 ',9 '-dihydro-2H,7 ' H-spiro[pyrimidine-5,8 '-[1,3]dioxolo[4,5-f]quinoline]-2,4,6(1H,3H)-trione derivatives under mild and "green" reaction conditions. The method is based on one-pot multicomponent reaction of an aldehyde, barbituric acid, and benzo[d][1,3]dioxol-5-amine in ethanol as a green and environmentally friendly solvent. The reaction has given the products in the highest isolated yield in the presence of acetic acid as catalyst under reflux conditions. Various aldehydes, bearing electron-donating or -withdrawing functionalities have been used under the optimized conditions and successfully gave the desired products (13 examples) in high isolated yields.
引用
收藏
页码:3161 / 3166
页数:6
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