使用稻壳衍生碳质磺化物作为绿色催化剂合成吲哚基 1H 吡咯的环保方法

IF 2.8 4区 生物学 Q3 BIOTECHNOLOGY & APPLIED MICROBIOLOGY
Linh Dieu Nguyen, Khanh Ha Nguyen, Phat Ngoc Nguyen, Kim Nguyen Tran, Diep Dinh Le, Phuong Hoang Tran, Hai Truong Nguyen
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引用次数: 0

摘要

背景无定形含碳磺酸基团(AC-SO3H)是一种具有高酸性的固体酸,属于新一代固体酸。结果在这项工作中,我们使用稻壳衍生碳质磺酸基团(AC-SO3H)作为催化剂,从吲哚、苯基乙二醛一水合物、1,3-二酮和乙酸铵合成了吲哚基 1H-吡咯。我们探讨了催化剂数量、反应时间、溶剂、矿物酸和温度的影响,以确定最佳反应条件。此外,还根据完全研究的最佳条件合成了吲哚基 1H 吡咯衍生物,并通过 1H 和 13C 核磁共振对这些合成化合物的结构进行了表征。此外,在最佳条件下,还生成了 21 种吲哚基 1H-吡咯衍生物。该催化剂可多次重复使用,且催化性能无明显下降。根据实验结果,提出了包括自由基过程在内的潜在机理。这种生态友好型方法提供了一种简单、高效的方法,可在一个步骤中生产多种吲哚-吡咯共轭物。© 2024 化学工业学会(SCI)。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Eco‐friendly approaches for synthesis of indolyl 1H‐pyrroles using rice‐husk‐derived carbonaceous sulfonation as the green catalyst
BACKGROUNDAmorphous carbon‐bearing sulfonic acid groups (AC–SO3H) are a kind of solid acid that exhibits high acidity and belongs to the new generation of solid acids. The presence of acidic functional groups, including carboxylic acid, phenolic and sulfonic acid groups, allows for several key activities such as strong Brønsted acid properties, high surface area, stability, reusability and recyclability.RESULTSIn this work, we synthesized indolyl 1H‐pyrroles from indoles, phenylglyoxal monohydrate, 1,3‐diketones and ammonium acetate using rice‐husk‐derived carbonaceous sulfonation (AC–SO3H) as a catalyst. We explored the impact of catalyst quantity, reaction time, solvent, mineral acid and temperature in order to determine the optimal reaction conditions. Additionally, indolyl 1H‐pyrrole derivatives were also synthesized based on the optimal conditions that were completely investigated, and the structure of these synthetic compounds was characterized by 1H‐ and 13C‐nuclear magnetic resonance.CONCLUSIONThe yield of indolyl 1H‐pyrroles was up to 84% in 6 h at 100 °C with the activity of 30 mg AC–SO3H. Besides, based on the optimal conditions, 21 indolyl 1H‐pyrrole derivatives were formed with the high‐yield and green method. The catalyst could be reused multiple times without a significant decrease in catalytic performance. According to the findings from the experiments, a potential mechanism that included a radical process has been suggested. This eco‐friendly approach provided a straightforward and efficient method to produce a variety of indole–pyrrole conjugates in a single step. © 2024 Society of Chemical Industry (SCI).
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来源期刊
CiteScore
7.00
自引率
5.90%
发文量
268
审稿时长
1.7 months
期刊介绍: Journal of Chemical Technology and Biotechnology(JCTB) is an international, inter-disciplinary peer-reviewed journal concerned with the application of scientific discoveries and advancements in chemical and biological technology that aim towards economically and environmentally sustainable industrial processes.
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