Preparation of 4(3H)-quinazolinones from aryldiazonium salt, nitriles and 2-aminobenzoate via a cascade annulation

被引:16
|
作者
Ramanathan, Mani [1 ]
Hsu, Ming-Tsung [1 ]
Liu, Shiuh-Tzung [1 ]
机构
[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan
关键词
Quinazolinone; Diazonium; Nitrilium; Nitrile; Annulation; CHEMISTRY; QUINAZOLINONES; AFLOQUALONE; INHIBITORS; POTENT;
D O I
10.1016/j.tet.2018.12.065
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
One-pot synthesis of 3-aryl-4(3H)-quinazolinones has been realized through a cascade annulation. Reaction of aryldiazonium salt with a nitrile provides in situ generation of a reactive nitrilium ion, which is attacked by the amino group of 2-aminobenzoate followed by cyclization to deliver the desired product. This strategy offers a convenient and easy access to a wide range of functionalized quinazolinone. (C) 2018 Published by Elsevier Ltd.
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页码:791 / 796
页数:6
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