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Abstract
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.
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- DOI:
- Digital Object Identifier (open in new tab) 10.1080/10426501003767110
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- Category:
- Articles
- Type:
- artykuł w czasopiśmie wyróżnionym w JCR
- Published in:
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PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
no. 186,
pages 12 - 20,
ISSN: 1042-6507 - Language:
- English
- Publication year:
- 2010
- Bibliographic description:
- Janikowska K., Makowiec S.: Simple method for preparation of Dialkyl (2,3-dihydro-1,3-thiazol-2-yl)-phosphonates// PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS. -Vol. 186, nr. iss. 1 (2010), s.12-20
- Verified by:
- Gdańsk University of Technology
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