Copper-catalyzed three-component reaction of pyrazol-3-ones (antipyrine), triarylbismuthines, and selenium: Synthesis of 4-selanylpyrazol-3-ones

被引：1

作者：

Matsumura, Mio ^{[1
]}

Nakamura, Ayaka ^{[1
]}

Yanagida, Atsuki ^{[1
]}

Murata, Yuki ^{[1
]}

Yasuike, Shuji ^{[1
]}

机构：

[1] Aichi Gakuin Univ, Sch Pharmaceut Sci, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya 4648650, Japan

来源：

TETRAHEDRON | 2023年 / 142卷

关键词：

Three -component reaction; Copper catalyst; Antipyrine; Triarylbismuthine; Selenium; ONE-POT; PYRAZOLONES; SELENATION; ARYLATION; ACIDS; SE;

D O I：

10.1016/j.tet.2023.133526

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Organoseleniums bearing a heterocyclic ring are of interest because of their application as biologically active compounds. Herein, we describe a simple three-component synthesis of 4-arylselanylpyrazol-3-ones. The reaction of pyrazol-3-ones, including antipyrine, with triarylbismuthines and Se powder in the presence of CuI (10 mol%) at 120 & DEG;C under aerobic conditions afforded various 4-arylselanylpyrazol-3-ones. Using Se powder and triarylbismuthine as an aryl source, different arylselanyl groups could be easily introduced at the 4-position of pyrazolones. This reaction is the first example of the synthesis of 4-arylselanylpyrazol-3-ones in a multicomponent system.& COPY; 2023 Elsevier Ltd. All rights reserved.

引用

页数：8

共 33 条

[31] Room-Temperature Direct Alkenylation of 5-Pyrazolones [J].