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An easy three step synthesis of perfluoroalkylated amphetamines
- Source :
- Tetrahedron Letters. 45:7703-7707
- Publication Year :
- 2004
- Publisher :
- Elsevier BV, 2004.
-
Abstract
- A general synthesis of perfluoroalkylated amphetamines is presented. Initially, 1-aryl-1-iodo-2-(perfluoroalkyl)ethylenes are prepared by radical addition of perfluoroalkyl iodides to arylacetylenes. Key step of the reaction sequence is the following dehydroiodination in the presence of n-BuLi to give 1-perfluoroalkyl-2-arylacetylenes in situ, which are reacted with secondary amines to produce perfluoroalkylated enamines in a new one pot procedure. Final hydrogenation yields the desired products in good yields. By using N,N-dibenzylamine or N-benzylamines the corresponding primary and secondary perfluoroalkylated amines are easily available.
Details
- ISSN :
- 00404039
- Volume :
- 45
- Database :
- OpenAIRE
- Journal :
- Tetrahedron Letters
- Accession number :
- edsair.doi.dedup.....f12b808b2c1c85bd13a2590c0d8437eb