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Synthesis 1992; 1992(9): 871-874
DOI: 10.1055/s-1992-26249
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On the Reaction of N-Alkylnitrilium Salts with Acetylenes: A New Synthesis of 2-Azoniaallene Salts

Rajab Abu-El-Halawa* , Johannes C. Jochims
  • *Department of Chemistry, Al-Najah University, Nablus, West Bank
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Publication History

Publication Date:
17 September 2002 (online)

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N-alkylnitrilium hexachloroantimonates 1 react with phenylacetylene (2a) or bis(methylthio)acetylene (2f) to give 3-azonia-2,3,5-hexatriene hexachloroantimonates 4, which either enolize to furnish 4-alkylidene-2-methyl-6-phenyl-3-azonia-2,4-hexadiene salts 7d,e or cyclize to afford 3,4-bis(methylthio)-2H-pyrrolium salts 6f-k.