Copper-Catalyzed Annulation of Electrophilic Benzannulated Heterocycles with 2-Aminopyridine and 2-Aminoquinoline: Direct Access toward Polyring-Fused Imidazo[1,2-a]pyridines

被引：11

作者：

Babu, Sheba Ann ^{[1
,2
]}

Varsha, P. V. ^{[1
]}

Poulose, Susanna ^{[1
,2
]}

Varughese, Sunil ^{[1
,2
]}

John, Jubi ^{[1
,2
]}

机构：

[1] CSIR Natl Inst Interdisciplinary Sci & Technol CSI, Chem Sci & Technol Div, Thiruvananthapuram 695019, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 14期

关键词：

FIELD-EFFECT TRANSISTORS; METAL-FREE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; HIGH-PERFORMANCE; 3-NITROINDOLES; DERIVATIVES; PALLADIUM; AMINOPYRIDINES; NITROOLEFINS; HETEROACENES;

D O I：

10.1021/acs.joc.3c00849

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a direct method for the synthesis ofpolyring-fusedimidazo[1,2-a]pyridines via a copper-catalyzed annulationof electrophilic benzannulated heterocycles with 2-aminopyridine and2-aminoquinoline. From 3-nitroindoles and 2-aminopyridine, we couldsynthesize tetracenes, viz., indole-fused imidazo[1,2-a]pyridines, and by starting from 2-aminoquinoline, we could generatepentacenes, viz., indolo-imidazo[1,2-a]quinolines.In addition, we could also extend the methodology toward the synthesisof benzothieno-imidazo[1,2-a]pyridines starting from3-nitrobenzothiophene. Furthermore, the basic photophysical propertiesof these synthesized heteroacenes were evaluated.

引用

页码：10027 / 10039

页数：13

共 65 条

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