Електрофільні реакції 7-(трифлуорометил)-2,3-дигідро-1H-піролізину – шлях до нових будівельних блоків

• Дата: 2023
• Автори: Klipkov, Anton A., Gerus, Igor I.
• Формат: Стаття
• Мова: English
• Опубліковано: National University of Pharmacy 2023
• Теми: electrophilic reactions; halogenation; acylation; trifluoromethyl; heterocycles; organic synthesis; електрофільні реакції; галогенування; ацилювання; трифлуорометил; гетероцикли; органічний синтез
• Онлайн доступ: https://ophcj.nuph.edu.ua/article/view/284640
• Назва журналу: Journal of Organic and Pharmaceutical Chemistry

Aim. To synthesize new fluoro-containing building blocks for medicinal chemistry purposes using electrophilic reactions of 7-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizine.Results and discussion. Synthetic approaches to 5-halogeno- and 5-acyl-7-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizines have been developed. The obtained new trifluoromethyl-containing pyrrolyzines are promising building blocks for medicinal chemistry.Experimental part. The synthesis of the target compounds began with known 7-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizine and included halogenation and acylation reactions using N-halogen succinimides and acylating reagents.Conclusions. New synthetic approaches to a number of 7-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizines with various substituents, such as halogen atoms or acyl groups, at the position 5 of the pyrrole ring have been developed. This opens the door to the use of such promising trifluoromethyl-containing building blocks for medicinal chemistry needs.