Recent advances in the chemistry of selenophenopyrazine and selenophenopyridazine heterocycles: Synthesis, reactivity, and biological activity

• Published in: Journal of organometallic chemistry 2024-06, Vol.1013, p.123182, Article 123182
• Main Authors: Gouda, Moustafa A., Salem, Mohamed A.
• Format: Article
• Language: English
• Subjects: [4 + 2]cycloaddition; Biological activity; reactivity; Sonogashira coupling reactions; Synthesis; Thorpe–ziegler cyclization
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/j.jorganchem.2024.123182

•Chemistry of selenopheno[2,3-b]pyrazine.•Chemistry of selenopheno[3,4-b]pyrazine.•Chemistry of selenopheno[2,3-d]pyridazine.•Chemistry of selenopheno[2,3-c]pyridazine.•These compounds hold significant promise in medicinal chemistry. Undoubtedly, selenophene, pyrazine, and pyridazine represent invaluable heterocyclic compounds pivotal in the innovation of novel drug molecules. The fusion of selenophene with pyrazine or pyridazine motifs in hybrid configurations has unlocked a realm of potential in diverse pharmacological applications, catalyzing the emergence of selenophenopyr(id)azine derivatives such as selenopheno[2,3-b]pyrazine, selenopheno[3,4-b]pyrazine, selenopheno[2,3-d]pyridazine, and seleno-pheno[2,3-c]pyridazine, each showcasing captivating attributes. The synthesis of selenophenopyr(id)azine proves achievable through various chemical pathways, encompassing Thorpe–Ziegler cyclization, [4 + 2] cycloaddition, and Sonogashira coupling reactions. This review presents an extensive and thorough examination of the synthesis techniques and chemical behavior of selenophenopyrazine and selenophenopyridazine heterocycles. [Display omitted]