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Novel α -sulfamidophosphonate analogues of fotemustine: efficient synthesis using ultrasound under solvent-free conditions
Monatshefte für Chemie - Chemical Monthly ( IF 1.8 ) Pub Date : 2020-11-19 , DOI: 10.1007/s00706-020-02711-5
Meriem Guerfi , Malika Berredjem , Abdeslem Bouzina , Taibi Ben Hadda , Christelle Marminon , Khadidja Otmane Rachedi

The development of new clean and effective processes for the preparation of new elaborated compounds is currently an important research axis in organic chemistry, thus in recent years, the application of ultrasound has gained a very important development in synthetic organic chemistry. In this context, we have developed a new access route to sulfamidophosphonate analogues of fotemustine which is known to be a cytotoxic alkylating agent, using ultrasonic irradiation as a source of activation of this type of reaction, starting from sulfonamide, triethylphosphite, and various aldehydes via three component reaction. A wide range of substrates is compatible in this reaction, producing good yields (70–85%) in short time (30–60 min). All products were carefully characterized by 1H, 13C NMR as well as IR and HRMS.

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中文翻译:

新型铁莫司汀的α-磺酰胺基膦酸酯类似物:在无溶剂条件下使用超声波有效合成

开发用于制备新的精细化合物的新的清洁有效的方法目前是有机化学中的重要研究轴,因此,近年来,超声的应用在合成有机化学中获得了非常重要的发展。在这种情况下,我们开发了一条新的途径,可将磺胺,亚磷酸三乙酯和各种醛类作为起始原料,利用超声辐射作为活化这种类型反应的来源,从而开发出一种已知的铁索丁胺磺酰氨基膦酸酯类似物,作为细胞毒性烷基化剂。三成分反应。该反应可兼容多种底物,可在短时间内(30-60分钟)获得良好的收率(70-85%)。所有产品均经过1 H,13精心设计C NMR以及IR和HRMS。

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更新日期:2020-11-21
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