Synthesis of long-chain 2-alkadiynylpyridines

Article abstract of DOI:10.1007/BF01435802

Four pathways of synthesis of 1-(2-pyridyl)heptacosa-12,14-diyne, using 10-bromodecan-1-ol and acetylene or tetradec-1-yne and 2-methylbut-3-yn-2-ol along with α-picoline as initial compounds, were studied and compared. It was shown that direct introduction of a completely formed unsaturated hydrocarbon chain into an α-picoline molecule by alkylation of its lithium derivative is the most appropriate method for preparation of long-chain 2-alkadiynylpyridines.