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稳定膦叶立德和膦酸酯的高效合成:在磺酰胺和杂环NH-酸存在下,活性乙炔与亚磷酸三苯酯之间的反应。

Efficient synthesis of stable phosphonate ylides and ‎phosphonate esters: reaction between activated acetylenes and triphenylphosphite in the presence of sulfonamide and heterocyclic NH-acids.

作者信息

Charati Faramarz Rostami, Maghsoodlou Malek Taher, Habibi-Khorassani Sayyed Mostafa, Hazeri Nourallah, Ebrahimi Ali, Hossaini Zinatossadat, Ebrahimi Pouneh, Maleki Nariman, Adhamdoust Sayyed Reza, Farahani Fatemeh Vasheghani, Marandi Ghasem, Sobolev Alexandre, Makha Mohamed

机构信息

Faculty of Basic Science, Gonbad Institutes of Higher Education, P. O. Box 163, Gonbad, Iran.

出版信息

Comb Chem High Throughput Screen. 2011 Jan;14(1):2-8. doi: 10.2174/1386207311107010002.

DOI:10.2174/1386207311107010002
PMID:20673221
Abstract

An efficient synthesis of stable phosphonate ylides and phosphonate esters is described via a ‎one-pot reaction between activated acetylenes and triphenylphosphite in the presence of sulfonamides and heterocyclic ‎NH-acids. Single X-ray diffraction analysis and NMR studies were used in characterizing the ylides and phosphonate ester products. Dynamic NMR studies performed on a phosphonate ylide allowed the calculation of the free energy barrier for the inter-conversion between the geometrical isomers (E) and (Z).

摘要

本文描述了一种在磺酰胺和杂环NH-酸存在下,通过活化乙炔与亚磷酸三苯酯的一锅法反应高效合成稳定膦酸酯叶立德和膦酸酯的方法。利用单晶X射线衍射分析和核磁共振研究对叶立德和膦酸酯产物进行了表征。对一种膦酸酯叶立德进行的动态核磁共振研究使得能够计算几何异构体(E)和(Z)之间相互转化的自由能垒。

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