Access and Modulation of Substituted Pyrrolo[3,4-c]pyrazole-4,6-(2H,5H)-diones

被引:0
|
作者
Ejjoummany, Abdelaziz [1 ,2 ]
Elie, Jonathan [1 ]
El Hakmaoui, Ahmed [2 ]
Akssira, Mohamed [2 ]
Routier, Sylvain [1 ]
Buron, Frederic [1 ]
机构
[1] Univ Orleans, Inst Chim Organ & Analyt, UMR CNRS 7311, BP 6759, F-45067 Orleans 2, France
[2] Univ Hassan II Casablanca, Fac Sci & Tech, BP 146, Mohammadia 28800, Morocco
来源
MOLECULES | 2023年 / 28卷 / 15期
关键词
pyrrolo[3; 4-c] pyrazole; cross-coupling; fused [5; 5] ring systems; PYRAZOLE DERIVATIVES; DESIGN;
D O I
10.3390/molecules28155811
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The first access to polyfunctionnalized pyrrolo[3,4-c]pyrazole-4,6-(2H,5H)-dione derivatives is reported. The series were generated from diethyl acetylenedicarboxylate and arylhydrazines, which afforded the key intermediates bearing two functional positions. The annellation to generate the maleimide moiety of the bicycle was studied. Moreover, an efficient palladium-catalyzed C-C and C-N bond formation via Suzuki-Miyaura or Buchwald-Hartwig coupling reactions in C-6 position was investigated from 6-chloropyrrolo[3,4-c]pyrazole-4,6-(2H,5H)-diones. This method provides novel access to various 1,6 di-substituted pyrrolo[3,4-c] pyrazole-4,6-(2H,5H)-diones.
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页数:18
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