Synthesis of functionalized 4H-Chromenes catalyzed by lipase immobilized on magnetic nanoparticles

Abstract

In the work, mucor miehei lipase (MML) was covalently immobilized on the 2,4,6-trichloro-1,3,5triazine (TCT)-modified magnetite nanoparticles. Then, the immobilized MML was utilized in the synthesis of functionalized 4H-Chromenes via a multicomponent reaction firstly. Under the optimized reaction conditions, immobilized MML displayed high catalytic performance (Yield: 81-96%) and excellent reusability, indicating a high potential for practical operation.

Lipase‐catalyzed aza‐Michael addition of amines to acrylates in supercritical carbon dioxide

“…Enzyme immobilization is a powerful tool to obtain reusable biocatalysts and decrease the price of relatively expensive enzymes. Thus, the reusability of an immobilized enzyme is a key factor to estimate the economic potential of enzymatic reactions . In this work, novozym 435 was eluted by n ‐hexane to clear up the residual substrates and product after each batch.…”

“…Thus, the reusability of an immobilized enzyme is a key factor to estimate the economic potential of enzymatic reactions. [37][38][39][40][41][42][43] In this work, novozym 435 was eluted by n-hexane to clear up the residual substrates and product after each batch. As shown in Fig.…”

First biocatalytic synthesis of piperidine derivatives via an immobilized lipase-catalyzed multicomponent reaction

“…11,14 In recent years, the use of immobilized lipase enzymes to catalyze various organic reactions has been documented. 15 In 2018, Zhuang et al immobilized Mucor miehei lipase on 2,4,6-trichloro-1,3,5-triazine (TCT)modified magnetite nanoparticles and used it for the synthesis of functionalized 4H-chromenes 16 (Scheme 1a). Next, Baharfar and coworkers used Aspergillus niger lipase supported on graphene oxide (GO@lipase) to catalyze the Passerini multicomponent reaction 17 (Scheme 1b).…”

“…21 Additionally, the incorporation of magnetic properties on the nanomaterial considerably aids the rapid separation from the reaction mixture, which provides an opportunity to reuse the catalyst. 16,22 There are few reports of decorating HNTs with iron nanoparticles using various methods to endow them with a magnetic nature; this confers many benefits, such as easy separation from the reaction mixture using an external magnet, better activity, and less or no loss of catalytic efficiency. 21b,23 Besides, there are a few reports available on the immobilization of lipase on halloysite and iron particles individually; 20b,24,25 however, as per our best knowledge, there is no report of immobilization of lipase on magnetic halloysite nanotubes to date.…”

Green and eco-friendly mica/Fe3O4as an efficient nanocatalyst for the multicomponent synthesis of 2-amino-4H-chromene derivatives

“…Recently, magnetic nanoparticles (MNPs) owing to their considerable properties such as their relatively low cost, suitable reactive sites, high specific surface area and easy separation have been applied in various branches of sciences [1][2][3][4]. The surface of MNPs is typically modified or coated with renewable polymers, carbon materials, silica compounds and clay minerals to improve their colloidal stability and reduce their toxicity [5][6][7][8][9].…”