Synthesis ( IF 2.2 ) Pub Date : 2017-10-12 , DOI: 10.1055/s-0036-1591310 Ying Zhong , Zhigang Zhao , Xiuhua Chen , Gang Huang
Abstract
Azides obtained from Baylis–Hillman adducts were treated with triphenylphosphine to give the corresponding iminophosphoranes, which reacted with carbon disulfide at 40 °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.
Azides obtained from Baylis–Hillman adducts were treated with triphenylphosphine to give the corresponding iminophosphoranes, which reacted with carbon disulfide at 40 °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.
中文翻译:
从Baylis–Hillman加合物合成2-硫代-2,3-二氢嘧啶-4(1H)-的新有效化合物
摘要
用三苯基膦处理从Baylis-Hillman加合物获得的叠氮化物,得到相应的亚氨基正膦,该亚氨基正膦在40°C下与二硫化碳反应生成异硫氰酸酯。这些异硫氰酸酯与伯胺的反应提供了硫脲中间体,该中间体在碳酸钾或甲醇钠存在下以良好的产率转化为2-硫代-2-3,3-二氢嘧啶-4(1H)-一。
用三苯基膦处理从Baylis-Hillman加合物获得的叠氮化物,得到相应的亚氨基正膦,该亚氨基正膦在40°C下与二硫化碳反应生成异硫氰酸酯。这些异硫氰酸酯与伯胺的反应提供了硫脲中间体,该中间体在碳酸钾或甲醇钠存在下以良好的产率转化为2-硫代-2-3,3-二氢嘧啶-4(1H)-一。