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Azonia Aromatic Cations by Ring‐Closing Metathesis: Synthesis of Azaquinolizinium Cations
Author(s) -
Abengózar Alberto,
Abarca Beatriz,
Cuadro Ana M.,
Sucunza David,
ÁlvarezBuilla Julio,
Vaquero Juan J.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500404
Subject(s) - chemistry , ring closing metathesis , pyridinium , metathesis , salt metathesis reaction , catalysis , ring (chemistry) , combinatorial chemistry , grubbs' catalyst , medicinal chemistry , organic chemistry , polymerization , polymer
A 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 Cl 2 CHCHCl 2 at 130 °C.