Ring-Closing Metathesis Reactions on Azinium Salts: Straightforward Access to Quinolizinium Cations and Their Dihydro Derivatives
Autor: | Ana M. Cuadro, Beatriz Abarca, Julio Alvarez-Builla, Ana Nunez, Juan J. Vaquero |
---|---|
Rok vydání: | 2009 |
Předmět: | |
Zdroj: | The Journal of Organic Chemistry. 74:4166-4176 |
ISSN: | 1520-6904 0022-3263 |
DOI: | 10.1021/jo900292b |
Popis: | The ring-closing metathesis reaction of 1-butenyl-2-vinylpyridinium salts and 2-butenyl-1-vinylpyridinium salts using Grubbs second generation and Hoveyda-Grubbs catalysts proved to be an efficient approach to 3,4-dihydro- and 1,2-dihydroquinolizinium salts and the corresponding quinolizinium derivatives by an improved thermal oxidation in the presence of Pd/C without solvent. A comparative study showed that the quinolizinium system was obtained in better yields through the 3,4-dihydroquinolizinium route, thus allowing the synthesis of quinolizinium derivatives or improvements in the yields of some examples reported previously. |
Databáze: | OpenAIRE |
Externí odkaz: |