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一种简便的三组分路线合成高效的5-芳基脱氮杂恶嗪光催化剂。

A facile three-component route to powerful 5-aryldeazaalloxazine photocatalysts.

作者信息

Weisheitelová Ivana, Cibulka Radek, Sikorski Marek, Pavlovska Tetiana

机构信息

Department of Organic Chemistry, University of Chemistry and Technology, Prague, Czech Republic.

Faculty of Chemistry, Adam Mickiewicz University, Poznań, Poland.

出版信息

Beilstein J Org Chem. 2024 Jul 31;20:1831-1838. doi: 10.3762/bjoc.20.161. eCollection 2024.

Abstract

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.

摘要

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。

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