Synthesis and characterization of new bis(fluoroalkyl) phosphoramidates bearing sulfoximine groups

被引:4
作者
Mechi, Hanen [1 ]
Sanhoury, M. A. K. [1 ,2 ]
Laribi, F. [1 ]
Dhia, M. T. Ben [1 ]
机构
[1] Univ Tunis El Manar, Fac Sci Tunis, Dept Chem, Lab Struct Organ Chem Synth & Physicochem Studies, Tunis, Tunisia
[2] UNA, Fac Sci & Tech, Mat Chem Res Unit, Dept Chem, Nouakchott, Mauritania
关键词
Phosphite; phosphoramidate; sulfoximine; fluoroalkyl alcohols; NMR spectroscopy; COUPLING REACTION; INHIBITOR; PHOSPHITES; TECHNOLOGY; SYNTHETASE; TRIESTERS; ACIDS;
D O I
10.1080/17415993.2021.1931213
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of new sulfoximine derived bis(fluoroalkyl)phosphoramidates of the type MeRS(O)NP(O)(ORF)(2) (R = Me or Ph; R-F = CH2CF3, CH2C2F5, CH(CF3)(2), CH2CH2C6F13 or CH2CH2C8F17) have been synthesized from phosphoramidation reaction of sulfoximine with bis(polyfluoroalkyl)phosphites as phosphorylating agents. These fluoroalkyl phosphoramidates were characterized by multinuclear (H-1, C-13, F-19 and P-31) NMR, IR and elemental analyses. Different literature methods were examined; results showed that whilst the presence of fluoroalkoxy groups gave better reactivity than non fluorinated analogs in such reactions, the choice of the method for phosphoramidate formation depended upon the nature of both sulfoximine and fluoroalkoxy groups.
引用
收藏
页码:547 / 559
页数:13
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