A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russia.
Int J Mol Sci. 2023 Feb 8;24(4):3404. doi: 10.3390/ijms24043404.
Available pyrrolylalkynones with tetrahydroindolyl, cycloalkanopyrrolyl, and dihydrobenzo[]indolyl moieties, acylethynylcycloalka[]pyrroles, are readily annulated with Δ-pyrrolines (MeCN/THF, 70 °C, 8 h) to afford a series of novel pyrrolo[1',2':2,3]imidazo[1,5-]indoles and cyclohepta[4,5]pyrrolo[1,2-]pyrrolo[1,2-]imidazoles functionalized with an acylethenyl group in up to an 81% yield. This original synthetic approach contributes to the arsenal of chemical methods promoting drug discovery. Photophysical studies show that some of the synthesized compounds, e.g., benzo[]pyrroloimidazoindoles, are prospective candidates for TADF emitters of OLED.
具有四氢吲哚基、环烷并吡咯基和二氢苯并[]吲哚基部分的可用吡咯烷基炔酮、酰基乙炔基环烷[]吡咯,可与Δ-吡咯烷(MeCN/THF,70°C,8 小时)容易环合,得到一系列新型吡咯并[1',2':2,3]咪唑[1,5-]吲哚和环庚[4,5]吡咯并[1,2-]吡咯并[1,2-]咪唑,产率高达 81%。这种新颖的合成方法为药物发现提供了化学方法的新途径。光物理研究表明,一些合成的化合物,例如苯并[]吡咯并咪唑吲哚,是 OLED 中 TADF 发射器的有前途的候选物。