A New One-Pot Synthesis of Alkynylphosphonates
- 1 November 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (24) , 3873-3875
- https://doi.org/10.1021/ol0066173
Abstract
A method for the palladium-catalyzed synthesis of alkynylphosphonates from 1,1-dibromo-1-alkenes has been developed. In general, the best catalyst system for this transformation was found to be Pd(OAc)2, dppf, H-phosphonate, propylene oxide, DMF, 80 °C. The reaction appears tolerant of a range of functional groups in both the 1,1-dibromo-1-alkene and H-phosphonate coupling partners. The synthesis of a backbone-modified thymidine dimer is used to illustrate the application of this methodology in the synthesis of complex target molecules.Keywords
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