Synthesis of imidazo[1,2-a]pyridine-containing peptido- mimetics by tandem of Groebke-Blackburn-Bienayme and Ugi reactions

被引：5

作者：

Kolomiiets, Oleksandr, V ^{[1
,2
]}

Tsygankov, Alexander, V ^{[1
,3
]}

Kornet, Maryna N. ^{[4
]}

Brazhko, Aleksander A. ^{[4
]}

Musatov, Vladimir I. ^{[1
]}

Chebanov, Valentyn A. ^{[1
,2
]}

机构：

[1] Natl Acad Sci Ukraine, State Sci Inst Inst Single Crystals, Div Chem Funct Mat, Nauky Ave, 60, UA-61072 Kharkiv, Ukraine

[2] Kharkov Natl Univ, Fac Chem, Svobody Sq, 4, UA-61022 Kharkiv, Ukraine

[3] Natl Tech Univ, Kharkiv Polytech Inst, Kyrpychova st, 2, UA-61002 Kharkiv, Ukraine

[4] Zaporizhzhya Natl Univ, Lab Biotechnol Physiol Act Subst, Zhukovsky Str 66, UA-69600 Zaporizhzhya, Ukraine

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 19卷

基金：

新加坡国家研究基金会;

关键词：

Groebke-Blackburn-Bienayme reaction; imidazo[1; 2-a]pyridine; isocyanide; multicomponent reaction; peptidomimetic; Ugi reaction; MULTICOMPONENT REACTION; RECEPTOR; DERIVATIVES; DISCOVERY; PYRAZINES; BINDING;

D O I：

10.3762/bjoc.19.53

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Peptidomimetics with a substituted imidazo[1,2-a ]pyridine fragment were synthesized by a tandem of Groebke-Black-burn-Bienayme and Ugi reactions. The target products contain substituted imidazo[1,2-a]pyridine and peptidomimetic moieties as pharmacophores with four diversity points introduced from readily available starting materials, including scaffold diversity. A small focused compound library of 20 Ugi products was prepared and screened for antibacterial activity.

引用

页码：727 / 735

页数：9

共 49 条

[1] Synthesis of imidazo[1,2-a]pyridin-chromones by a MW assisted Groebke-Blackburn-Bienayme process
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Basavanag, Unnamatla M. V.
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[2] First biocatalytic Groebke-Blackburn-Bienayme reaction to synthesize imidazo[1,2-a]pyridine derivatives using lipase enzyme
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TETRAHEDRON, 2020, 76 (47)
[3] Efficient synthesis of glycosylated imidazo[1,2-a]pyridines via solvent catalysed Groebke-Blackburn-Bienayme reaction
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CARBOHYDRATE RESEARCH, 2023, 534
[4] Synthesis and Antioxidant Activity of Tiglic Aldehyde-Based Fused Imidazo[1,2-a]Pyridines: A Groebke-Blackburn-Bienayme Reaction
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[5] Synthesis of 2-julolidin-imidazo[1,2-a]pyridines via Groebke-Blackburn-Bienayme reaction and studies of optical properties
Basavanag, Unnamatla M. V.
Islas-Jacome, Alejandro
Renteria-Gomez, Angel
Conejo, Alain S.
Kurva, Mahanandaiah
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NEW JOURNAL OF CHEMISTRY, 2017, 41 (09) : 3450 - 3459
[6] Synthesis of novel imidazo[1,2-a]pyridine-4-hydroxy-2H-coumarins by Groebke-Blackburn-Bienayme multicomponent reaction as potential NS5B inhibitors
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[7] Microwave Assisted Groebke-Blackburn-Bienayme Multicomponent Reaction to Synthesis of Imidazo[1,2-a]pyridine-furan Hybrids as Possible Therapeutic Option for Leukemia, Colon Cancer and Prostate Cancer
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[8] Antibacterial activities of Groebke-Blackburn-Bienayme-derived imidazo[1,2-a]pyridin-3-amines
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Salunke, Deepak B.
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[9] Fast Assembly of 1H-Imidazo[1,2-a]imidazol-5-amines via Groebke-Blackburn-Bienayme Reaction with 2-Aminoimidazoles
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SYNLETT, 2013, 24 (03) : 351 - 354
[10] Diversity-Oriented Synthesis of [2.2]Paracyclophane-derived Fused Imidazo[1,2-a]heterocycles by Groebke-Blackburn-Bienayme Reaction: Accessing Cyclophanyl Imidazole Ligands Library
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