Abstract A simple synthesis of dialkyl (2,3-dihydro-1,3-thiazol-2-yl)-phosphonates from thiazoliumsalts and trialkyl phosphites is described. The series of dialkyl (2,3-dihydro-1,3-thiazol-2-yl)-phosphonates with various substituents in positions 3, 4, and 5 of the thiazole ring wereprepared. However, only phosphonates with an aryl on the nitrogen atom were stable enoughfor chromatographic purification, although all the new phosphonates are very sensitive tooxidation. We made efforts to apply dialkyl (2,3-dihydro-1,3-thiazol-2-yl)-phosphonates in aHorner-Wadsworth-Emmons reaction, but the generated antiaromatic anion of phosphonatedecomposed quickly, even at −70◦C.
Authors
Additional information
- Category
- Publikacja w czasopiśmie
- Type
- artykuł w czasopiśmie wyróżnionym w JCR
- Language
- angielski
- Publication year
- 2010
