M. Costa et al., AMINATION OF ARYLACETYLENIC AND VINYLACETYLENIC COMPOUNDS CATALYZED BY RHODIUM(I) COMPLEXES, Russian chemical bulletin, 47(5), 1998, pp. 936-940
New rhodium-catalyzed amination reactions of arylacetylenes and cycloh
exen-1-ylacetylene in the presence of strong bases with the use of car
bon dioxide as an auxiliary are described. Secondary amines attack the
terminal carbon atom of the triple bond followed by protonation of th
e adjacent carbon atom. Alternatively, the reaction can proceed furthe
r with the addition of the second alkyne molecule. The conditions for
the selective synthesis of enamines (up to 87% yield) or alpha-substit
uted propynylamines (up to 86% yield) are reported.