Microwave-Assisted Synthesis of Fluorescent 8-Aryl-7-deazaguanines

被引：0

作者：

Cheney, Hunter B. D. ^{[2
]}

Zevitz, Elise S. ^{[1
]}

Herbrechtsmeier, Madeline G. ^{[1
]}

Dhimitruka, Ilirian ^{[1
]}

机构：

[1] Univ Wisconsin Parkside, Chem Dept, 900 Wood Rd, Kenosha, WI 53144 USA

[2] Univ Notre Dame, Dept Chem & Biochem, 236 Cavanaugh Dr, Notre Dame, IN 46556 USA

来源：

SYNLETT | 2024年

关键词：

fluorescent; 7-deazaguanines; phenacyl bromides; 2,4-diamino-6-hydroxypyrimidine; microwave-assisted synthesis; TRANSFER-RNA; DESIGN; DISCOVERY; REDUCTASE; AGENTS;

D O I：

10.1055/a-2370-6760

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Microwave-assisted conditions were adapted to our previously published synthesis of 8-aryl-7-deazaguanines via cyclocondensation of phenacyl bromides with 2,4-diamino-6-hydroxypyrimidine in refluxing 1,4-dioxane. Upon microwave irradiation at 150-225 degrees C, 8-aryl-7-deazaguanines were obtained in high yield above 90% and within 15-60 min, compared to the 24-72 h that are required under reflux conditions. Three new fluorescent 8-heteroaryl-7-deazaguanines were additionally produced and characterized confirming our hypothesis that compounds of this class typically exhibit fluorescence properties, regardless of the aryl substituent.

引用

页数：5

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