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通过同时进行的汉茨希反应和比吉内利反应合成的多组分共缩聚物

Multicomponent Copolycondensates via the Simultaneous Hantzsch and Biginelli Reactions.

作者信息

Wu Haibo, Fu Changkui, Zhao Yuan, Yang Bin, Wei Yen, Wang Zhiming, Tao Lei

机构信息

The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China.

School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, China.

出版信息

ACS Macro Lett. 2015 Nov 17;4(11):1189-1193. doi: 10.1021/acsmacrolett.5b00637. Epub 2015 Oct 15.

DOI:10.1021/acsmacrolett.5b00637
PMID:35614835
Abstract

The tricomponent Biginelli reaction and the tetracomponent Hantzsch reaction which share the same reaction modules (aldehyde and β-ketone ester) have been found compatible. Therefore, a series of copolycondensates containing both 1,4-dihydropyridine (1,4-DHP) and 3,4-dihydropyrimidin-2(1)-one (3,4-DHPM) in the main chains via the simultaneous Hantzsch and Biginelli reactions have been facilely synthesized. The ratio of 1,4-DHP and 3,4-DHPM in the polymer congeners could be easily tuned by changing the feeding ratio of reactants, and the thermal properties of the obtained polymers are thereby adjusted. As the first attempt to prepare copolycondensate through the combination of two multicomponent reactions (MCRs), the current method revealed and utilized the interesting compatibility between MCRs, providing a new strategy to prepare multicomponent functional polymers.

摘要

已发现具有相同反应模块(醛和β-酮酯)的三组分Biginelli反应和四组分Hantzsch反应是兼容的。因此,通过同时进行Hantzsch反应和Biginelli反应,已轻松合成了一系列主链中同时含有1,4-二氢吡啶(1,4-DHP)和3,4-二氢嘧啶-2(1)-酮(3,4-DHPM)的共缩聚物。通过改变反应物的进料比,可以轻松调节聚合物同系物中1,4-DHP和3,4-DHPM的比例,从而调整所得聚合物的热性能。作为通过两种多组分反应(MCR)组合制备共缩聚物的首次尝试,当前方法揭示并利用了MCR之间有趣的兼容性,为制备多组分功能聚合物提供了一种新策略。

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引用本文的文献

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Silica sulfuric acid coated on SnFeO MNPs: synthesis, characterization and catalytic applications in the synthesis of polyhydroquinolines.负载于锡铁氧体磁性纳米颗粒上的硅胶硫酸:合成、表征及其在多氢喹啉合成中的催化应用
RSC Adv. 2022 May 12;12(23):14397-14410. doi: 10.1039/d2ra01202b.
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Synthesis of structurally diverse 3,4-dihydropyrimidin-2(1)-ones via sequential Biginelli and Passerini reactions.
通过连续的Biginelli反应和Passerini反应合成结构多样的3,4-二氢嘧啶-2(1)-酮
Beilstein J Org Chem. 2017 Jan 9;13:54-62. doi: 10.3762/bjoc.13.7. eCollection 2017.