Mansano Willig Julia C, Granetto Gustavo, Reginato Danielly, Dutra Felipe R, Poruczinski Érica Fernanda, de Oliveira Isadora M, Stefani Helio A, de Campos Sílvia D, de Campos Élvio A, Manarin Flávia, Botteselle Giancarlo V
Centro de Engenharias e Ciências Exatas-CECE, Universidade Estadual do Oeste do Paraná Toledo 85903-000 PR Brazil
Departamento de Química Fundamental, Instituto de Química, Universidade de São Paulo São Paulo Brazil.
RSC Adv. 2020 Jan 21;10(6):3407-3415. doi: 10.1039/c9ra10171c. eCollection 2020 Jan 16.
The catalytic activity of metal-organic framework Cu(INA) (INA = isonicotinate ion) and the complex [Cu(INA)(HO)] were studied in the Copper-catalyzed Azide-Alkyne Cycloaddition (CuAAC) and Biginelli reaction under solvent-free reaction conditions. The robust, efficient and eco-friendly new method allowed the preparation of a variety of 1,2,3-triazole compounds in good to excellent yields and high selectivity for the 1,4-disubstituted triazole. Moreover, for the Biginelli reaction between aldehydes, ethyl acetoacetate and urea, the corresponding dihydropyrimidinones (DHPMs) were also obtained in satisfactory yields under mild reaction conditions for both catalysts. The comparative study between Cu(INA)-MOF and [Cu(INA)(HO)] complex demonstrated better results for the Cu-MOF, for both the yields and the regioselectivity of the products. Furthermore, no change in the heterogeneous catalyst structure was observed after the reaction, allowing them to be recovered and reused without any loss of activity.
在无溶剂反应条件下，研究了金属有机框架Cu(INA)（INA = 异烟酸根离子）和配合物[Cu(INA)(HO)]在铜催化的叠氮-炔环加成反应（CuAAC）和Biginelli反应中的催化活性。这种稳健、高效且环保的新方法能够以良好至优异的产率制备多种1,2,3-三唑化合物，并对1,4-二取代三唑具有高选择性。此外，对于醛、乙酰乙酸乙酯和尿素之间的Biginelli反应，在两种催化剂的温和反应条件下，也能以令人满意的产率得到相应的二氢嘧啶酮（DHPMs）。Cu(INA)-MOF和[Cu(INA)(HO)]配合物之间的对比研究表明，对于产物的产率和区域选择性，Cu-MOF都具有更好的结果。此外，反应后未观察到非均相催化剂结构的变化，使其能够回收并重复使用，而不会有任何活性损失。
