A new regioselective synthesis and ambient light photochemistry of quinazolin-1-oxides

被引:21
作者
Coskun, Necdet [1 ]
Cetin, Meliha [1 ]
机构
[1] Uludag Univ, Dept Chem, TR-16059 Bursa, Turkey
关键词
N-oxides; quinazoline; quinazolin-1-ol; quinazolin-1-oxide; qui nazolin-3-oxide; quinazolin-4(3H)-one; ambient light photochemistry; rearrangement; photochemical deoxygenation; solvent effect; solvent isotope effect;
D O I
10.1016/j.tet.2007.02.004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Quinazolin-1-oxides were prepared by the oxidation of tetrahydroquinazolines with H2O2-tungstate and their ambient light photochemistry was investigated. Substituent effects on their photochemical cyclization and the reactions of the products 1aH- [1,2]oxazireno[2,3-a]quinazolines under photochemical and thermal conditions are reported. The cyclization of quinazolin-1-oxides and the reactions of 1aH-[1,2]oxazireno[2,3-a]quinazolines show pronounced solvent isotope and solvent effects. (c) 2007 Published by Elsevier Ltd.
引用
收藏
页码:2966 / 2972
页数:7
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