New one-pot synthesis of 4-arylpyrazolo[3,4-b]pyridin-6-ones based on 5-aminopyrazoles and azlactones

被引：4
作者：
Shuvalov, Vladislav Yu. [1 ]
Vlasova, Ekaterina Yu. [2 ]
Zheleznova, Tatyana Yu. [1 ]
Fisyuk, Alexander S. [1 ,2 ]
机构：
[1] Omsk State Tech Univ, Lab New Organ Mat, 11 Mira Ave, Omsk 644050, Russia
[2] FM Dostoevsky Omsk State Univ, Dept Organ & Analyt Chem, Mira Ave 55a, Omsk 644077, Russia
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 19卷
基金：
俄罗斯科学基金会;
关键词：
5-aminopyrazole; azlactone; elimination; fluorescence; one-pot synthesis; pyrazolo[3; 4-b]pyridin-6-one; DISCOVERY; DERIVATIVES; INHIBITORS; ACID;
D O I：
10.3762/bjoc.19.83
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An effective one-pot strategy was developed for the synthesis of 4-arylpyrazolo[3,4-b]pyridin-6-ones from pyrazolo[3,4-b]pyridin6-ones, obtained by reacting 5-aminopyrazoles with 4-arylidene-2-phenyloxazol-5(4H)-ones (azlactones) under solvent-free conditions, through subsequent elimination of a benzamide molecule in a superbasic medium (t-BuOK/DMSO). The fluorescent properties of the synthesized compounds were studied. 4-Arylpyrazolo[3,4-b]pyridin-6-ones luminesce in the region of 409-440 nm with a quantum yield of 0.09-0.23 when irradiated with UV light.
引用
收藏
页码：1155 / 1160
页数：6
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