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深共熔溶剂作为一种绿色催化剂用于一锅多组分合成2-取代苯并噻唑衍生物。

Deep eutectic solvent as a green catalyst for the one-pot multicomponent synthesis of 2-substituted benzothiazole derivatives.

作者信息

Truong Vy Anh, Tran Minh Hai, Nguyen Trinh Hao, Nguyen Hai Truong

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Science Ho Chi Minh City Vietnam

Vietnam National University Ho Chi Minh City Vietnam.

出版信息

RSC Adv. 2024 Dec 13;14(53):39462-39471. doi: 10.1039/d4ra07400a. eCollection 2024 Dec 10.

DOI:10.1039/d4ra07400a
PMID:39679424
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11640684/
Abstract

The need for diverse essential chemicals and resources has markedly risen alongside the advancement of civilization. Regrettably, many toxic solvents used in chemical laboratories and industrial settings pose significant risks to the health of researchers and intensify environmental pollution. Deep eutectic solvents (DESs), serving as an alternative to ionic liquids, provide superior environmental benefits and have garnered significant interest in chemical research. DESs have garnered increasing interest in the field of chemistry for their use as catalysts and solvents. Benzothiazole is an organic molecule with a heterocyclic nucleus (thiazole) that possesses a wide range of biological activities. In this study, we established [CholineCl][Imidazole] as an efficient catalyst for the one-pot multicomponent synthesis of 2-substituted benzothiazole derivatives using conventional heating under solvent-free conditions. Its reactivity remains stable with a maximum yield of 78% for 2-phenylbenzo[]thiazole, and using a solvent that is both environmentally safe and compatible with the reusability of the [CholineCl][Imidazole] catalyst, the reaction time can be effectively decreased.

摘要

随着文明的进步,对各种必需化学物质和资源的需求显著增加。遗憾的是,化学实验室和工业环境中使用的许多有毒溶剂对研究人员的健康构成重大风险,并加剧环境污染。作为离子液体的替代品,深共熔溶剂(DESs)具有卓越的环境效益,在化学研究中引起了广泛关注。DESs作为催化剂和溶剂在化学领域越来越受到关注。苯并噻唑是一种具有杂环核(噻唑)的有机分子,具有广泛的生物活性。在本研究中,我们将[胆碱氯][咪唑]确立为一种高效催化剂,用于在无溶剂条件下通过传统加热一锅多组分合成2-取代苯并噻唑衍生物。其反应活性保持稳定,2-苯基苯并噻唑的最大产率为78%,并且使用一种对环境安全且与[胆碱氯][咪唑]催化剂的可重复使用性兼容的溶剂,可以有效缩短反应时间。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/38e9a35b4a6f/d4ra07400a-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/08ee2ee7b03b/d4ra07400a-s1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/fd4fac82fe34/d4ra07400a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/fd592558bf74/d4ra07400a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/d09b21a80aec/d4ra07400a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/fbdc4e744a53/d4ra07400a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/b2880b07fa98/d4ra07400a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/3e035748f6d0/d4ra07400a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/38e9a35b4a6f/d4ra07400a-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/08ee2ee7b03b/d4ra07400a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/83c18423714b/d4ra07400a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/fd4fac82fe34/d4ra07400a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/fd592558bf74/d4ra07400a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/d09b21a80aec/d4ra07400a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/fbdc4e744a53/d4ra07400a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/b2880b07fa98/d4ra07400a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/3e035748f6d0/d4ra07400a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3142/11640684/38e9a35b4a6f/d4ra07400a-s6.jpg

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Triazine diphosphonium tetrachloroferrate ionic liquid immobilized on functionalized halloysite nanotubes as an efficient and reusable catalyst for the synthesis of mono-, bis- and tris-benzothiazoles.负载于功能化埃洛石纳米管上的三嗪二鏻四氯铁酸盐离子液体作为合成单、双和三苯并噻唑的高效可重复使用催化剂
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