Synlett 1992; 1992(11): 873-874
DOI: 10.1055/s-1992-21523
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Competitive 2-Aza Vs 3-Azahexa-1,3,5-triene 6π-Electrocyclization: A Regiospecific Synthesis of 3-Arylpyridines

Pedro Molina* , Maria Jesús Vilaplana, Aurelia Pastor
  • *Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, E-30071 Murcia, Spain
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Publication History

Publication Date:
08 March 2002 (online)

Aza Wittig reaction of iminophosphoranes derived from ethyl α-azido-β-arylpropenoates with α,β-unsaturated aldehydes leads to aldimines which by heating undergo electrocyclic ring-closure through the 3-azahexa-1,3,5-triene moiety to give 3-arylpyridines in a completely regiospecific fashion.