I2-Catalyzed three-component synthesis of 3-selenylated pyrazolo[1,5-a]pyrimidines

被引:4
作者
Choudhuri, Tathagata [1 ]
Paul, Suvam [1 ]
Sikdar, Papiya [1 ]
Das, Sourav [1 ]
Sawant, Sanghapal D. [2 ]
Bagdi, Avik Kumar [1 ]
机构
[1] Univ Kalyani, Dept Chem, Kalyani 741235, India
[2] CSIR Natl Chem Lab, Dr Homi Bhabha Rd, Pune 411008, India
关键词
C-SE; ORGANOSELENIUM; DISELENIDES; SELENIDES; CHEMISTRY; ACCESS;
D O I
10.1039/d3nj05847f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A straightforward protocol has been developed to access 3-selenylated pyrazolo[1,5-a]pyrimidines from readily available amino pyrazoles, chalcones, and diaryl/dialkyl diselenides. This I-2-catalyzed methodology is highly useful for synthesizing a wide range of functionalized 3-(aryl/alkylselanyl)pyrazolo[1,5-a]pyrimidine derivatives. Mechanistic investigation disclosed that iodine catalysis is very important in both the cyclization process as well as in the C-H selenylation step. Moreover, the developed reaction conditions are also applicable for the cyclization of amino pyrazole with enaminone followed by C-H selenylation in one pot. The use of simple reagents and catalyst, wide substrate scope, mild and metal-free reaction conditions, and practical applicability are the attractive facets of this approach.
引用
收藏
页码:9480 / 9485
页数:6
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