Abstract
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.
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Original Russian Text © M.Zh. Ovakimyan, G.Ts. Gasparyan, A.S. Bichakhchyan, A.S. Pogosyan, F.S. Kinoyan, R.A. Tamazyan, A.G. Aivazyan, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 6, pp. 944–947.
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Ovakimyan, M.Z., Gasparyan, G.T., Bichakhchyan, A.S. et al. One-step synthesis of [4-(alkylsulfanyl)buta-1,3-diene-1-yl]-triphenylphosphonium iodides from buta-1,3-diene-1,4-diylbis(triphenylphosphonium) iodide. Russ J Gen Chem 84, 1126–1129 (2014). https://doi.org/10.1134/S1070363214060127
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DOI: https://doi.org/10.1134/S1070363214060127