One-Step Synthesis of [4-(Alkylsulfanyl)buta-1,3-diene-1-yl]-triphenylphosphonium Iodides from Buta-1,3-diene-1,4-diylbis(triphenylphosphonium) Iodide

摘要

Buta-1,3-diene-1,4-diylbis(triphenylphosphonium) iodide reacted with alkanethiols at room temperature in the presence of triethylamine to give [4-(alkylsulfanyl)buta-1,3-diene-1-yl]triphenylphosphonium iodides and triphenylphosphine in high yields. Two presumable reaction mechanisms involving ethynylvinyl intermediate (formed via the Hofmann decomposition of the starting diiodide and the initially formed 1,4-adduct with a thiol) were discussed.