Contributing to Biochemistry and Optoelectronics: Pyrrolo[1',2':2,3]imidazo[1,5-a]indoles and Cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles via [3+2] Annulation of Acylethynylcycloalka[b]pyrroles with ?1-Pyrrolines

被引：5

作者：

Oparina, Ludmila A. ^{[1
]}

Kolyvanov, Nikita A. ^{[1
]}

Ushakov, Igor A. ^{[1
]}

Nikitina, Lina P. ^{[1
]}

Petrova, Olga V. ^{[1
]}

Sobenina, Lyubov N. ^{[1
]}

Petrushenko, Konstantin B. ^{[1
]}

Trofimov, Boris A. ^{[1
]}

机构：

[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Div, 1 Favorsky Str, Irkutsk 664033, Russia

来源：

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES | 2023年 / 24卷 / 04期

基金：

俄罗斯科学基金会;

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; ETHYNYLATION; DERIVATIVES; ALKALOIDS; PYRROLES; INDOLES;

D O I：

10.3390/ijms24043404

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页数：16

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