Weisheitelová Ivana, Cibulka Radek, Sikorski Marek, Pavlovska Tetiana
Department of Organic Chemistry, University of Chemistry and Technology, Prague, Czech Republic.
Faculty of Chemistry, Adam Mickiewicz University, Poznań, Poland.
Beilstein J Org Chem. 2024 Jul 31;20:1831-1838. doi: 10.3762/bjoc.20.161. eCollection 2024.
Functionalized 5-aryldeazaalloxazines have been successfully synthesised through a one-pot, three-component reaction involving -dimethylbarbituric acid, an aromatic aldehyde and aniline. By utilizing readily available reagents, this approach opens up the opportunity for the efficient formation of a variety of 5-aryldeazaalloxazines bearing electron-donating or halogen groups. This practical method is characterised by atom economy and offers a direct route to the introduction of an aryl moiety into the C(5)-position of deazaalloxazines, thereby generating novel catalysts for photoredox catalysis without the need for subsequent purification. Thus, it significantly improves existing approaches.
通过一锅三组分反应,使用二甲基巴比妥酸、芳香醛和苯胺,成功合成了功能化的5-芳基脱氮杂恶嗪。利用容易获得的试剂,这种方法为有效形成各种带有供电子基团或卤素基团的5-芳基脱氮杂恶嗪提供了机会。这种实用方法具有原子经济性的特点,为将芳基部分引入脱氮杂恶嗪的C(5)位提供了直接途径,从而无需后续纯化即可生成用于光氧化还原催化的新型催化剂。因此,它显著改进了现有方法。