期刊
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
卷 24, 期 4, 页码 -出版社
MDPI
DOI: 10.3390/ijms24043404
关键词
acylethynylcycloalka[b]pyrroles; ?(1)-pyrrolines; [3+2] annulation; pyrrolo[1',2':2,3]imidazo[1,5-a]indoles; cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles
This study discovered a novel synthetic approach to connect delta(1)- pyrrolines with available pyrrolylalkynones containing tetrahydroindolyl, cycloalkanopyrrolyl, and dihydrobenzo[g]indolyl moieties in the form of acylethynylcycloalka[b]pyrroles, resulting in a series of novel pyrrolo[1',2':2,3]imidazo[1,5-a]indoles and cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles with an acylethenyl group in up to an 81% yield. This original synthetic approach contributes to the arsenal of chemical methods promoting drug discovery.
Available pyrrolylalkynones with tetrahydroindolyl, cycloalkanopyrrolyl, and dihydrobenzo[g]indolyl moieties, acylethynylcycloalka[b]pyrroles, are readily annulated with delta(1)- pyrrolines (MeCN/THF, 70 degrees C, 8 h) to afford a series of novel pyrrolo[1',2':2,3]imidazo[1,5-a]indoles and cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]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[g]pyrroloimidazoindoles, are prospective candidates for TADF emitters of OLED.
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