Ring-Closing Metathesis Reactions on Azinium Salts: Straightforward Access to Quinolizinium Cations and Their Dihydro Derivatives

详细信息    查看全文

• 作者：Ana Nuez ; Beatriz Abarca ; Ana M. Cuadro ; Julio Alvarez-Builla ; Juan J. Vaquero
• 刊名：Journal of Organic Chemistry
• 出版年：2009
• 出版时间：June 5, 2009
• 年：2009
• 卷：74
• 期：11
• 页码：4166-4176
• 全文大小：377K
• 年卷期：v.74,no.11(June 5, 2009)
• ISSN：1520-6904

文摘

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.