A novel and efficient synthesis of 2-substituted quinazolin-4(3H)-ones by the reaction of (het)arylmethanamines with isatoic anhydride

被引:15
作者
Mahdavi, Mohammad [1 ]
Hassanzadeh, Rasool [2 ,3 ]
Soheilizad, Mehdi [2 ,3 ]
Golshani, Shiva [2 ,3 ]
Moghimi, Setareh [2 ,3 ]
Firoozpour, Loghman [1 ]
Shafiee, Abbas [2 ,3 ]
Foroumadi, Alireza [1 ,2 ,3 ]
机构
[1] Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran, Iran
[2] Univ Tehran Med Sci, Dept Med Chem, Fac Pharm, Tehran, Iran
[3] Univ Tehran Med Sci, Dept Med Chem, Pharmaceut Sci Res Ctr, Tehran, Iran
基金
美国国家科学基金会;
关键词
Quinazoline; One-pot; Isatoic anhydride; Aerobic conditions; CuBr; ONE-POT SYNTHESIS; ANTIBACTERIAL; ACID; QUINAZOLINONES; CONSTITUENTS; DERIVATIVES; BIOACTIVITY; ALKALOIDS; AMINE;
D O I
10.1016/j.tetlet.2016.07.025
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and straightforward method for the synthesis of quinazolin-4(3H)-ones is described. The one-pot reaction between isatoic anhydride and (het)arylmethanamines led to the formation of N-substituted anthranilamides, which under aerobic conditions in the presence of CuBr undergo an in situ oxidation-cyclization reaction to produce quinazolin-4(3H)-ones in good yields. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3770 / 3772
页数:3
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