New Efficient Synthesis of 2-Thioxo-2,3-dihydropyrimidin-4(1H)-ones from Baylis-Hillman Adducts

被引：6
|
作者：
Chen, Xiuhua [1 ]
Zhong, Ying [1 ]
Zhao, Zhigang [1 ]
Huang, Gang [1 ]
机构：
[1] Southwest Minzu Univ, Coll Chem & Environm Protect Engn, Chengdu 610041, Sichuan, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2017年 / 49卷 / 24期
关键词：
Baylis-Hillman adducts; iminophosphoranes; isothiocyanates; primary amines; aza-Wittig reaction; 2-thioxo-2,3-dihydropyrimidin-4(1H)-ones; AZA-WITTIG REACTION; N-ISOCYANIMINOTRIPHENYLPHOSPHORANE; PYRIMIDINONE DERIVATIVES; BIOLOGICAL EVALUATION; 4-COMPONENT SYNTHESIS; INHIBITORY-ACTIVITY; CARBOXYLIC-ACID; PRIMARY AMINE; 1,3,4-OXADIAZOLES; IMINOPHOSPHORANE;
D O I：
10.1055/s-0036-1591310
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Azides obtained from Baylis-Hillman adducts were treated with triphenylphosphine to give the corresponding iminophosphoranes, which reacted with carbon disulfide at 40 degrees C to produce isothiocyanates. The reaction of these isothiocyanates with primary amines provided thiourea intermediates, which in the presence of potassium carbonate or sodium methoxide were converted into 2-thioxo-2,3-dihydropyrimidin-4(1H)-ones in good yields.
引用
收藏
页码：5371 / 5379
页数：9
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