Free accessResearch articleFirst published online 2016-5
Chemistry of Phosphorus Ylides: Part 44 Reaction of 1-Trimethylsilyl-1 H -Imidazole with Phosphorus Reagents. A Convenient Synthesis of Phosphorus Silyl Imidazoles
The reaction of 1-trimethylsilyl-1H-imidazole with nucleophilic active phosphacumulenes afforded imidazole silyl phosphoranylidenes or imidazole phosphoranylidenes according to the reaction conditions. The reaction of hexaphenylcarbodiphosphorane with 1-trimethylsilyl-1H-imidazole resulted in the formation of silyl phosphoranylidene phosphoranyl imidazole, silyl phosphoranylidene imidazole and triphenylphosphane. Moreover, Lawesson and Japanese reagents afforded imidazole phosphinothioic thioanhydrides.
DeyK., Proc. Indian Natn. Sci. Acad., 1989, 55, 243.
6.
GreeneT.W., and WuttsP. G. M.Protective groups in organic synthesis, 2nd edn. Wiley, New York, 1991.
7.
BlauK., and HalketJ. M., Handbook of derivatives for chromatography, 2nd edn. John Wiley, Chichester, 1993.
8.
ChatgilialogluC., Acc. Chem. Res., 1992, 25, 188.
9.
CoatesR.M., and DenmarkS. E., Handbook of reagents, auxiliaries, and catalysts for C–C bond formation.Wiley, Chichester, 1999.
10.
El-HussienyM., Abd-El-MaksoudM. A., MaigaliS. S., SolimanF. M., and SolimanA. M.Phosphorus, Sulfur Silicon Relat. Elem., 2015, 190, 1845.
11.
MaigaliS.S., El-HussienyM., and SolimanF. M., J. Heterocyclic Chem., 2015, 52, 15.
12.
MaigaliS.S., Abd-El-MaksoudM. A., El-HussienyM., SolimanF. M., Abdel-AzizM. S., and ShalabyE. M., J. Chem. Res., 2014, 38, 754.
13.
Abd-El-MaksoudM.A., MaigaliS. S., and SolimanF. M., J. Heterocycl. Chem., 2014, 51, 1830.
14.
Abd-El-MaksoudM.A., El-HussienyM., MaigaliS. S., SolimanF. M., and MoharamM. E., Res. J. Pharm. Biolog. Chem. Sci., 2014, 5, 1550. http://www.rjpbcs.com/pdf/2014_5(6)/[233].pdf [Accessed 5 March 2016].
15.
MaigaliS.S., SolimanF. M., and MoharamM. E., Phosphorus, Sulfur Silicon Relat. Elem., 2013, 188, 633.
16.
MaigaliS.S., Abd-El-MaksoudM. A., and SolimanF. M., J. Chem. Sci., 2013, 125, 1419.
17.
MaigaliS.S., AriefM. H., El-HussienyM., and SolimanF. M., Phosphorus, Sulfur Silicon Relat. Elem., 2012, 187, 190.
18.
ShabanaR., MaigaliS. S., El-HussienyM., and SolimanF. M., Phosphorus, Sulfur Silicon Relat. Elem., 2009, 184, 2408.
19.
ShabanaR., MaigaliS. S., EssawyS. A., El-HussienyM., and SolimanF. M., Egypt. J. Chem., 2007, 50, 59.
20.
JesbergerM., DavisT. P., and BarnerL., Synthesis, 2003, 13, 1929.
