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可见光诱导 3-(2-(乙炔基)苯基)喹唑啉酮的级联环化反应生成磷酸化的喹喔啉[2,1-]喹唑啉酮。

Visible-Light-Induced Cascade Cyclization of 3-(2-(Ethynyl)phenyl)quinazolinones to Phosphorylated Quinolino[2,1-]quinazolinones.

机构信息

Green Catalysis Center, College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.

College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China.

出版信息

Org Lett. 2022 Nov 4;24(43):7912-7917. doi: 10.1021/acs.orglett.2c02930. Epub 2022 Oct 21.

Abstract

3-(2-(Ethynyl)phenyl)quinazolinones were designed and synthesized as a class of novel and efficient skeletons for phosphorylation/cyclization reactions. Under visible light irradiation, a series of phosphorylated quinolino[2,1-]quinazolinones (35 examples, up to 87% yield) were first synthesized from 3-(2-(ethynyl)phenyl)quinazolinones and diarylphosphine oxides by using 4CzIPN as a photocatalyst under mild conditions. This reaction was also applicable under sunlight irradiation. Moreover, the reaction efficiency could be significantly improved under continuous-flow conditions.

摘要

3-(2-(乙炔基)苯基)喹唑啉酮被设计并合成为一类用于磷酸化/环化反应的新型高效骨架。在可见光照射下,首次以 4CzIPN 为光催化剂,在温和条件下,由 3-(2-(乙炔基)苯基)喹唑啉酮和二芳基氧化膦合成了一系列磷酸化喹喔啉[2,1-]喹唑啉酮(35 个实例,最高收率达 87%)。该反应在阳光照射下也适用。此外,在连续流动条件下,反应效率可以显著提高。

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