CYCLOADDITION REACTIONS WITH AZABENZENES. XVIII. SYNTHESIS OF PYRINDINES

Article abstract of DOI:10.3987/COM-92-S(T)109

The reaction of 1,2,4-triazines (1) and 1-cyclopentenylpyrrolidine (2) afforded 6,7-dihydro-5H-<2>-pyrindines (3) in good yields.Oxidation of 3 to the N-oxides (4), reaction of 4 with acetic anhydride to 5-acetoxy-6,7-dihydro-5H-<2>pyrindines (5) and elimination of acetic acid afforded <2>pyrindines (7). 2-Methyl-2H-<2>pyrindines (9) were also prepared.