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一种新型且稳定的以改性木质素磺酸盐为载体的多相铜催化剂,用于含氮杂环的合成。

A novel and robust heterogeneous Cu catalyst using modified lignosulfonate as support for the synthesis of nitrogen-containing heterocycles.

作者信息

Lai Bingbing, Ye Meng, Liu Ping, Li Minghao, Bai Rongxian, Gu Yanlong

机构信息

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education. Hubei Key Laboratory of Material Chemistry and Service Failure, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Hongshan District, Wuhan 430074, P. R. China.

School of Chemistry and Chemical Engineering, the Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, 832004, China.

出版信息

Beilstein J Org Chem. 2020 Nov 26;16:2888-2902. doi: 10.3762/bjoc.16.238. eCollection 2020.

DOI:10.3762/bjoc.16.238
PMID:33299487
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7705867/
Abstract

A waste biomass, sodium lignosulfonate, was treated with sodium 2-formylbenzenesulfonate, and the phenylaldehyde condensation product was then used as a robust supporting material to immobilize a copper species. The so-obtained catalyst was characterized by many physicochemical methods including FTIR, EA, FSEM, FTEM, XPS, and TG. This catalyst exhibited excellent catalytic activity in the synthesis of nitrogen-containing heterocycles such as tricyclic indoles bearing 3,4-fused seven-membered rings, 2‑arylpyridines, aminonaphthalenes and 3-phenylisoquinolines. In addition, this catalyst showed to be recyclable and could be reused several times without significant loss in activity during the course of the reaction process.

摘要

将废弃生物质木质素磺酸钠用2-甲酰基苯磺酸钠处理,然后将苯甲醛缩合产物用作一种坚固的载体材料来固定铜物种。通过包括傅里叶变换红外光谱(FTIR)、元素分析(EA)、场发射扫描电子显微镜(FSEM)、透射电子显微镜(FTEM)、X射线光电子能谱(XPS)和热重分析(TG)在内的多种物理化学方法对所得催化剂进行了表征。该催化剂在合成含氮杂环化合物(如带有3,4-稠合七元环的三环吲哚、2-芳基吡啶、氨基萘和3-苯基异喹啉)中表现出优异的催化活性。此外,该催化剂显示出可回收利用,并且在反应过程中可以重复使用几次而活性没有明显损失。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/7e80a3a8a14f/Beilstein_J_Org_Chem-16-2888-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/665284508503/Beilstein_J_Org_Chem-16-2888-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/68a72b0a1eec/Beilstein_J_Org_Chem-16-2888-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/b1f4d61cd59b/Beilstein_J_Org_Chem-16-2888-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/b7e98a08ee4b/Beilstein_J_Org_Chem-16-2888-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/137712ad0424/Beilstein_J_Org_Chem-16-2888-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/fade95f9bcbe/Beilstein_J_Org_Chem-16-2888-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/7e80a3a8a14f/Beilstein_J_Org_Chem-16-2888-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/665284508503/Beilstein_J_Org_Chem-16-2888-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/68a72b0a1eec/Beilstein_J_Org_Chem-16-2888-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/b1f4d61cd59b/Beilstein_J_Org_Chem-16-2888-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/b7e98a08ee4b/Beilstein_J_Org_Chem-16-2888-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/137712ad0424/Beilstein_J_Org_Chem-16-2888-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/fade95f9bcbe/Beilstein_J_Org_Chem-16-2888-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bedb/7705867/7e80a3a8a14f/Beilstein_J_Org_Chem-16-2888-g007.jpg

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