Synthesis of novel spirocyclic 2-oxindole tethered to 2′-(3-(furan-2-yl)-1H-pyrazole-4-carbonyl)-hexahydropyrrolizine via 1,3-dipolar cycloaddition of the chalcone with azomethine ylide: Reaction of pyrazolyl-enaminone towards some heteroaromatic amines

被引：7
|
作者：
Saleh, Fatma M. [1 ]
Hassaneen, Hamdi M. [1 ]
Abdelhamid, Ismail A. [1 ]
Teleb, Mohamed A. Mohamed [1 ]
机构：
[1] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
来源：
TETRAHEDRON LETTERS | 2024年 / 137卷
关键词：
Chalcone; Spirooxindole; Hexahydropyrrolizine; Enaminone; 1,2,4]Triazolo[1,5-a]pyrimidine; Benzo[4,5]imidazo[1,2-a]pyrimidine; ORGANIC-SYNTHESIS; DERIVATIVES; REGIOSELECTIVITY; AZAENAMINES; PYRIDAZINES; CHITOSAN; HALIDES; ROUTE; ARENE;
D O I：
10.1016/j.tetlet.2024.154957
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new series of 3-(furan-2-yl)pyrazole tethered to hexahydrospiro[indoline-3,3 '-pyrrolizin]-2-one via carbonyl moiety were prepared via a facile intermolecular 1,3 -dipolar cycloaddition of the chalcone with azomethine ylide intermediate (generated by the decarboxylative condensation of isatin with L-proline). A new [1,2,4]triazolo[1,5a]pyrimidines and benzo[4,5]imidazo[1,2-a]pyrimidines tethered to furan-2-yl-1H-pyrazole moiety have been synthesized via the respective reaction of enaminone with 3-amino-[1,2,4]triazole and benzo[d]imidazol-2- amine. The regio orientation was confirmed based on spectral data.
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页数：5
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