Azonia Aromatic Cations by Ring‐Closing Metathesis: Synthesis of Azaquinolizinium Cations

Publisher: John Wiley & Sons Inc

E-ISSN: 1099-0690|2015|19|4214-4223

ISSN: 1434-193x

Source: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Vol.2015, Iss.19, 2015-07, pp. : 4214-4223

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Abstract

AbstractA strategy based on a ring‐closing metathesis (RCM) reaction of pyridinium azadienes in the presence of the second generation Grubbs catalyst was employed as a new approach to synthesize the 1‐azaquinolizinium (pyrido[1,2‐a]pyrimidin‐5‐ium) heterocycle and some simple derivatives. This method was also successfully applied to the first reported synthesis of the benzo‐1‐azaquinolizinium (pyrimido[2,1‐a]isoquinolinium) cation by using the Hoveyda–Grubbs catalyst in Cl2CHCHCl2 at 130 °C.