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解读克诺文纳格尔缩合反应:迈向无催化剂和水介导的过程。

Deciphering the Knoevenagel condensation: towards a catalyst-free and water-mediated process.

作者信息

Kolagkis Periklis X, Serviou Stamatis K, Stini Naya A, Demertzidou Vera P, Poursaitidis Efthymios T, Galathri Eirini M, Mountanea Olga G, Skolia Elpida, Kokotos Christoforos G

机构信息

Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens 15771, Greece.

出版信息

Org Biomol Chem. 2024 Oct 23;22(41):8293-8299. doi: 10.1039/d4ob01420k.

DOI:10.1039/d4ob01420k
PMID:39302224
Abstract

The Knoevenagel condensation constitutes one of the most well-studied and crucial transformations in organic chemistry, since it facilitates the synthesis of numerous valuable compounds. With the advent of green chemistry, several alternative protocols for the Knoevenagel reaction have been introduced and catalyst-free approaches to the Knoevenagel condensation have also been mentioned, however the harsh temperatures employed and the limited substrate scope restricted their application. Herein, we have performed an extensive study on the catalyst-free and water-mediated Knoevenagel reaction, with specific focus on optimising the green parameters and metrics of our methodology. Additionally, we directly compared our approach with previous catalyst-free methods, while providing a fast assembly of multiple compounds in parallel.

摘要

克诺文纳格尔缩合反应是有机化学中研究最为深入且至关重要的转化反应之一,因为它有助于合成众多有价值的化合物。随着绿色化学的出现,已引入了几种克诺文纳格尔反应的替代方案,并且也提到了克诺文纳格尔缩合反应的无催化剂方法,然而所采用的苛刻温度和有限的底物范围限制了它们的应用。在此,我们对无催化剂且水介导的克诺文纳格尔反应进行了广泛研究,特别着重于优化我们方法的绿色参数和指标。此外,我们将我们的方法与先前的无催化剂方法直接进行了比较,同时实现了多种化合物的快速并行组装。

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