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

页码：5371 / 5379

页数：9

共 60 条

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