Facile Non-Transition Metal-Catalyzed Synthesis of 2-Thioxo-2,3-dihydroquinazolin-4(1H)-one Derivatives via One-Pot Multicomponent Reactions

被引:10
作者
Bahadorikhalili, Saeed [1 ]
Rahimzadeh, Golnaz [2 ]
Kianmehr, Ebrahim [2 ]
Ansari, Samira [3 ]
Hamedifar, Haleh [3 ]
Mahdavi, Mohammad [4 ]
机构
[1] Iranian Space Res Ctr, Inst Mech, Shiraz, Iran
[2] Univ Tehran, Coll Sci, Sch Chem, POB 14155-6455, Tehran, Iran
[3] Alborz Univ Med Sci, CinnaGen Med Biotechnol Res Ctr, Karaj, Iran
[4] Univ Tehran Med Sci, Endocrinol & Metab Res Ctr, Endocrinol & Metab Clin Sci Inst, Tehran 14176, Iran
关键词
dichlorocarbene; multicomponent reaction; non-metal catalysis; quinazolinone; sulfur; MAGNETIC FE3O4 NANOPARTICLES; EFFICIENT CATALYST; ISATOIC ANHYDRIDE; DESIGN; QUINAZOLINONES; AGENTS; 2-THIOXOQUINAZOLINONE; INHIBITORS; ALCOHOLS; AID;
D O I
10.1002/slct.201802861
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this paper, a novel method is introduced for the synthesis of 3-substituted 2-thioxo-2,3-dihydroquinazolin-4(1H)-one derivatives. This methodology is based on the multicomponent one-pot reaction of isatoic anhydride, amines, chloroform and sulfur in basic conditions. The products are obtained in highest efficiency when the reaction is performed in 1,4-dioxane as the solvent in the presence of potassium tert-butoxide as the base. The reaction showes to be efficient and simple for the preparation of these compounds. In addition, this method is general and different aromatic or aliphatic amines are used and the desired products are isolated in high yields. A possible mechanism for the reaction is proposed, which consisted the dichlorocarbene formation under the basic conditions.
引用
收藏
页码:100 / 104
页数:5
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