A PALLADIUM-PROMOTED ROUTE TO 3-ALKYL-4-(1-ALKYNYL)-HEXA-1,5-DYN-3-ENES AND/OR 1,3-DYENES

Article abstract of DOI:10.1016/S0040-4039(00)61928-7

Reaction of benzene solutions of arylacetylenes with 1 equiv. of chloroacetone and 2 eqiuv. of Et3N, using a mixture of (PPh3)4Pd and CuJ as catalyst, affords 1,4-diaryl-butadiynes in very good yields.Under similar reaction conditions aliphatic 1-alkynes yield mixtures of simmetrically disubstituted 1,4-dialkyl-1,3-butadiynes and of 3-alkyl-4-(1-alkynyl)-hexa-1,5-diyn-3-enes.