Department of Organic Chemistry, Pharmaceutical Faculty, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, Poland.
Molecules. 2018 Sep 15;23(9):2360. doi: 10.3390/molecules23092360.
Increasingly stringent regulations aimed at protection of the natural environment have stimulated the search for new synthetic methodologies in organic and medicinal chemistry having no or minimum harmful effect. An interesting approach is the use of alternative activation factors, microwaves (MW) or ultrasounds (US) and also their cross-combination, which has been tested in the fast and efficient creation of new structures. At present, an easy and green hybrid strategy ("Lego" chemistry) is generally recommended for the design of new substances from different chemistry building blocks. Often, selected biologically active components with specific chemical reactivities are integrated by a suitably designed homo- or heterodifunctional linker that modifies the functionality of the starting structure, allowing easy covalent linkage to another molecule. In this study, a fast introduction of heterodifunctional halogenoacidic linker to selected mono-, di- and triphenolic active substances, allowing their functionalization, was investigated. Nucleophilic substitution reaction was chosen to produce final ethers with the reactive carboxylic group from phenols. The functionalization was performed using various green factors initiating and supporting the chemical reactions (MW, US, MW-US). The benefits of the three green supporting methods and different conditions of reactions were analyzed and compared with the results of the reaction performed by conventional methods.
日益严格的环境保护法规刺激了有机和药物化学中寻找新的合成方法的需求，这些方法对环境的危害较小或几乎没有危害。一种有趣的方法是使用替代激活因素，如微波 (MW) 或超声波 (US)，以及它们的交叉组合，这在快速有效地创建新结构方面已经得到了检验。目前，一种简单而绿色的混合策略（“乐高”化学）通常被推荐用于从不同化学构建块设计新物质。通常，具有特定化学反应性的选定生物活性成分通过适当设计的同双功能或异双功能连接子进行集成，该连接子修饰起始结构的功能，允许与另一个分子的容易的共价连接。在这项研究中，快速引入杂双官能卤代酸性连接子到选定的单、二和三酚类活性物质，允许它们的功能化。选择亲核取代反应来从酚类产生具有反应性羧酸基团的最终醚。通过使用各种绿色因素引发和支持化学反应（MW、US、MW-US）来进行功能化。分析了这三种绿色支持方法的优点，并与常规方法反应的结果进行了比较。
