Synthesis of Spiro[imidazole-4,3′-pyrrolo[1,2-a]quinolin]-5-ones via 1,3-Dipolar Cycloaddition of Quinolinium Ylides with Arylydeneimidazol-4-ones

被引：0

作者：

Molchanova, Marina V. ^{[1
,2
]}

Ikonnikova, Viktoria A. ^{[1
,3
]}

Smirnov, Alexander Yu. ^{[1
,4
]}

Solyev, Pavel N. ^{[5
]}

Baranov, Mikhail S. ^{[1
,4
]}

Mikhaylov, Andrey A. ^{[1
]}

机构：

[1] Russian Acad Sci, Shemyakin & Ovchinnikov Inst Bioorgan Chem, 16-10 Miklukho-Maklaya St, Moscow 117997, Russia

[2] Lomonosov Moscow State Univ, Leninskie Gory 1 3, Moscow 119991, Russia

[3] Mendeleev Univ Chem Technol Russia, Higher Chem Coll, 9 Miusskaya sq, Moscow 125047, Russia

[4] Pirogov Russian Natl Res Med Univ, 1 Ostrovitianov St, Moscow 117997, Russia

[5] Russian Acad Sci, Engelhardt Inst Mol Biol, 32 Vavilova St, Moscow 119991, Russia

来源：

CHEMISTRYSELECT | 2024年 / 9卷 / 08期

基金：

俄罗斯科学基金会;

关键词：

Spirocyclic compounds; 1,3-Dipolar cycloaddition; Azomethine ylides; Heterocycles; Quinolines; HETEROAROMATIC N-YLIDES; DISCOVERY; SERIES;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Design of spirocyclic scaffolds, which are able for direct interaction with biological targets, is a developing trend in medicinal chemistry. In continuation of the previous work on HIV-1 inhibitors, a synthetic approach towards spiro[imidazole-4,3 '-pyrrolo[1,2-a]quinolin]-5-ones via 1,3-dipolar cycloaddition of quinolinium ylides with arylydeneimidazol-4-ones was outlined. Derivatives with various substitution pattern were prepared in 42-86 % yields. Use of 2,2,2-trifluoroethanol as a solvent is crucial for successful preparation of the derivatives, its role is sought as prolonging lifetime of the cycloadducts.

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页数：5

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