Compound 2 reacted with phosphorane 3 (R = Et) giving the quinoline de
rivative 5 whereas thiophenes 7 and 9 gave enamines 8 and 10 respectiv
ely with the appropriate phosphorane 3 (R = Me or Et). Pyridine deriva
tive 11 yielded only ethyl 2-aminonicotinate with phosphorane 3 (R = E
t). Compounds 8 and 10 gave the fused pyridine derivatives 14 and 15 r
espectively when treated with sodium hydride.