Efficient Synthesis of Tetrahydropyrimidines and Pyrrolidines by a Multicomponent Reaction of Dialkyl Acetylenedicarboxylates (=Dialkyl But-2-ynedioates), Amines, and Formaldehyde in the Presence of Iodine as a Catalyst

被引:9
|
作者
Das, Biswanath [1 ]
Kanth, Boddu Shashi [1 ]
Shinde, Digambar Balaji [1 ]
Kamble, Vinod T. [2 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500607, Andhra Pradesh, India
[2] Marathwada Univ, Organ Chem Res Lab, Sch Chem Sci, Nanded 431606, Maharashtra, India
关键词
Pyrimidines; tetrahydro-; Pyrrolidines; Multicomponent reactions; Iodine; Catalysis; PHOSPHONATES;
D O I
10.1002/hlca.201100185
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iodine was explored as an efficient catalyst for the synthesis of tetrahydropyrimidines 4 and pyrrolidines 5 by a multicomponent reaction of dialkyl acetylenedicarboxylates (=dialkyl but-2-ynedioates) 1, amines 2, and HCHO 3 at room temperature (Scheme). When the molar ratios of these substrates were 1:2:4 and 1:1:4, tetrahydropyrimidines and pyrrolidines were formed, respectively. The products were obtained in high yields (7385%) within a short period of time (2535 min).
引用
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页码:2087 / 2091
页数:5
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