Copper-catalyzed one-pot synthesis of 2-thioxo-2,3-dihydroquinazolin-4(1H)-ones from ortho-bromobenzamides and isothiocyanates

被引:32
作者
Wang, Fei [1 ]
Zhao, Peng [1 ]
Xi, Chanjuan [1 ,2 ]
机构
[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem &Chem Biol, Minist Educ, Beijing 100084, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
Tandem reaction; ortho-Bromobenzamides; Isothiocyanates; 2-Thioxo-2,3-dihydroquinazolin-4(1H)-one; EFFICIENT SYNTHESIS; COUPLING REACTIONS; ARYL HALIDES; INDOLES; VINYLATION; ARYLATION; ULLMANN; AMINES; AID; NITROCOMPOUNDS;
D O I
10.1016/j.tetlet.2010.11.010
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper-catalyzed tandem reaction of ortho-bromobenzamides and isothiocyanates is described, which provides an efficient and practical route for the synthesis of 2-thioxo-2,3-dihydroquinazolin-4(1H)-ones. The optimal condition involved the following parameters: CuI as precatalyst, Cs2CO3 as base, N,N'-dimethylethane-1,2-diamine as ligand, and toluene as solvent, with reaction temperature at 120 degrees C. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:231 / 235
页数:5
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