Synthesis of novel fused quinazolinone derivatives

Synthesis of novel fused quinazolinone derivatives
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DOI:
10.1007/s11030-016-9675-x
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发表时间:
2016-08-01
影响因子:
3.8
通讯作者:
Shafiee, Abbas
Shafiee, Abbas
中科院分区:
化学3区
文献类型:
--
作者:
Mahdavi, Mohammad;Lotfi, Vahid;Shafiee, Abbas

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采用四步合成法合成了新型稠合喹唑啉酮、喹唑啉[3,4-a]喹唑啉酮和异吲哚并[2,1-a]喹唑啉[1,2-c]喹唑啉酮。靛红酸酐与不同的胺反应,得到不同的2-氨基苯甲酰胺。然后以2-氨基苯甲酰胺和2-硝基苯甲醛为原料,经硝基还原得到2-(2-氨基苯基)-3-芳基-2,3-二氢喹唑啉-4(1H)-酮衍生物。最后,后者的化合物与芳香醛或2-甲酰基苯甲酸的反应导致形成相应的产品。
A four-step synthetic route was developed for the synthesis of novel fused quinazolinones, quinazolino[3,4-a]quinazolinones, and isoinodolo[2,1-a]quinazolino[1,2-c]quinazolineones. Reaction of isatoic anhydride and different amines gave various 2-aminobenzamides. Then, reaction of 2-aminobenzamides with 2-nitrobenzaldehyde followed by the reduction of nitro group afforded 2-(2-aminophenyl)-3-aryl-2,3-dihydroquinazolin-4(1H)-one derivatives. Finally, reaction of the latter compounds with aromatic aldehydes or 2-formylbenzoic acid led to the formation of the corresponding products.