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通过固定在金属有机框架上的脂肪酶（TLL）一锅法合成1,3,5-三取代吡唑。

One-Pot Synthesis of 1,3,5-Trisubstitued Pyrazoles via Immobilized Lipase (TLL) on a Metal-Organic Framework.

作者信息

Rangraz Zeynab, Amini Mostafa M, Habibi Zohreh

机构信息

Department of Organic Chemistry, Faculty of Chemistry, Shahid Beheshti University, G.C., Tehran 1983969411, Iran.

Department of Inorganic Chemistry, Faculty of Chemistry, Shahid Beheshti University, G.C., Tehran 1983963113, Iran.

出版信息

ACS Omega. 2024 Apr 17;9(17):19089-19098. doi: 10.1021/acsomega.3c09875. eCollection 2024 Apr 30.

DOI:10.1021/acsomega.3c09875
PMID:38708258
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11064201/
Abstract

A regioselective enzyme-catalyzed system is selected for the synthesis of 1,3,5-trisubstituted pyrazole derivatives by adding phenyl hydrazines, nitroolefins, and benzaldehydes. The reaction is performed in a one-pot vessel with a yield ranging from 49 to 90%. TLL@MMI, immobilized lipase (TLL) on a multivariate of MOF-5/IRMOF-3 (MMI), showed good performance for the catalysis of this reaction. The prepared biocatalyst was characterized by FTIR, XRD, SEM, and EDX. The thermal and solvent stability of TLL@MMI was investigated in MeOH and EtOH after 24 h incubation. In the presence of 100% concentrations of EtOH, TLL@MMI has 80% activity.

摘要

通过添加苯肼、硝基烯烃和苯甲醛，选择了一种区域选择性酶催化体系来合成1,3,5-三取代吡唑衍生物。该反应在一锅反应容器中进行，产率在49%至90%之间。固定在多元MOF-5/IRMOF-3（MMI）上的脂肪酶（TLL），即TLL@MMI，对该反应表现出良好的催化性能。通过傅里叶变换红外光谱（FTIR）、X射线衍射（XRD）、扫描电子显微镜（SEM）和能谱分析（EDX）对制备的生物催化剂进行了表征。在甲醇和乙醇中孵育24小时后，研究了TLL@MMI的热稳定性和溶剂稳定性。在100%浓度的乙醇存在下，TLL@MMI具有80%的活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/d299a459cca0/ao3c09875_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/734354674e32/ao3c09875_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/d6bff42ee9f8/ao3c09875_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/8b1c28f508f8/ao3c09875_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/e406c529177b/ao3c09875_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/ce29b05e63de/ao3c09875_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/6fb9907132d1/ao3c09875_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/a639518cefb9/ao3c09875_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/d753a9d119d8/ao3c09875_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/d299a459cca0/ao3c09875_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/734354674e32/ao3c09875_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/d6bff42ee9f8/ao3c09875_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/8b1c28f508f8/ao3c09875_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/e406c529177b/ao3c09875_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/ce29b05e63de/ao3c09875_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/6fb9907132d1/ao3c09875_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/a639518cefb9/ao3c09875_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/d753a9d119d8/ao3c09875_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6532/11064201/d299a459cca0/ao3c09875_0007.jpg

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