Renaissance Hofman-Löffler Freytag反应-基于绿色化学原理的C-H功能策略的开发

Pub Date : 2022-05-18 DOI:10.15255/kui.2021.070
Gabrijel Zupčić, Sofia Shkunnikova, Davor Šakić, Marijan Marijan
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引用次数: 0

摘要

药品需求的增加促使制药和化工行业成为21世纪最具活力的行业。通过使用Hofmann-Löffler-Freytag(HLF)反应,可以通过高效合成以环境友好的方式对药理学活性物质和生物重要化合物进行修饰。这种反应能够根据绿色化学原理形成新的化合物,而不需要昂贵的金属催化剂。大量的计算和实验研究表明,为了提高经济性和减少合成工艺副产品产生的废物量,这种方法具有极大的灵活性和优化的可能性。然而,该反应的机理尚待充分阐明,需要进一步的实验来确定控制和指导HLF反应的热力学和动力学参数。有必要确定取代基和溶剂对1,5-HAT或1,6-HAT区域选择性的影响,并认识到反应的自由基和离子机制之间切换的机制。
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Renesansa Hofmann-Löffler-Freytag reakcije – razvoj C–H funkcionalizacijskih strategija po principima zelene kemije
Increased demand for drugs has promoted the pharmaceutical and chemical industries as the most dynamic industries of the 21 st century. By using the Hofmann-Löffler-Freytag (HLF) reaction, the modification of pharmacologically active substances and biologically important compounds can be achieved in an environmentally friendly manner by highly efficient syntheses. This reaction enables the formation of new compounds according to the principles of green chemistry, without expensive metal catalysts. Numerous computational and experimental studies have shown excep tional flexibility and the possibility of optimising this method in order to increase the economy and reduce the amount of waste generated as by-products of synthetic processes. However, the mechanism of this reaction is yet to be elucidated sufficiently, and further experiments are neces - sary in order to determine the thermodynamic and kinetic parameters that control and guide the HLF reaction. It is necessary to determine the influence of substituents and solvents on 1,5-HAT or 1,6-HAT regioselectivity, and to recognise the mechanism responsible for switching between the radical and ionic mechanism of the reaction.
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