Light induced oxidation of 2,3-dihydroquinazolin-4(1H)-ones

被引：16

作者：

Memarian, Hamid R. ^{[1
]}

Ebrahimi, Saeid ^{[1
]}

机构：

[1] Univ Isfahan, Dept Chem, Esfahan 8174673441, Iran

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2013年 / 271卷

关键词：

2,3-Dihydroquinazolin-4(1H)-one; Electron transfer; Photo-oxidation; Quinazolin-4(3H)-one; ONE-POT SYNTHESIS; PHOTOINDUCED AROMATIZATION; FACILE SYNTHESIS; MICROWAVE; DERIVATIVES;

D O I：

10.1016/j.jphotochem.2013.07.008

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Light induced oxidation of various of 2-substituted 2,3-dihydroquinazolin-4(1H)-ones (DHQZs) results smoothly the formation of quinazolin-4(3H)-ones (QZs) product. The electronic nature of the substituent on the 2-position and also the nature of solvent affect the rate of reaction, which supports the proposed mechanism based on the electron-transfer induced photo-oxidation. Analysis of the computational results obtained at the DFT-B3LYP/6-31++G** level of theory supports the mechanism in which the first electron removal occurs preferably from the N1 atom of the heterocyclic ring. In contrast to the solution photochemistry, no changes have been observed by irradiation in the solid state. (C) 2013 Elsevier B.V. All rights reserved.

引用

页码：8 / 15

页数：8

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