Synthesis of Pyrazolo[1,5-a]pyridinyl, Pyrazolo[1,5-a]quinolinyl, and Pyrazolo[5,1-a]isoquinolinyl Sulfonyl Fluorides via a [3+2] Annulation

被引：8

作者：

Wu, Wen-Qian ^{[1
]}

Qin, Hua-Li ^{[1
]}

机构：

[1] Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Wuhan 430070, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 05期

基金：

中国国家自然科学基金;

关键词：

CYCLOADDITION REACTIONS; N-AMINOPYRIDINES; DISCOVERY; SUFEX; DERIVATIVES; SURFACE; POTENT; INHIBITORS; INDOLIZINE; MECHANISM;

D O I：

10.1021/acs.joc.2c02242

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A [3 + 2] cycloaddition reaction of N-amino pyridines, N-aminoquinolines, and N-aminoisoquinolines with 1bromoethene-1-sulfonyl fluoride (BESF) was performed to obtain optimum yields of various useful pyrazolo[1,5-a]pyridinyl, pyrazolo[1,5-a]quinolinyl, and pyrazolo[5,1-a]isoquinolinyl sulfonyl fluorides (43-90% yield). The transformation process showed broad substrate specificity, mild reaction conditions, and operational simplicity. Therefore, the reaction has great applicable value in the field of medicinal chemistry and other disciplines.

引用

页码：3266 / 3276

页数：11

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