Reaction of Arenediazonium Tetrafluoroborates with 3-(Allyloxy )propane-1,2-diol and 2,2-Bis(allyloxymethyl)butan-1 -ol in the Presence of Thiocyanates

摘要

The reactions of arenediazonium tetrafluoroborates with 3-(allyloxy)propane-l,2-diol and 2,2-bis(allyloxymethyl)butan-l-ol in the presence of the thiocyanate nucleophile were used to obtain 3-(3-aryl-2-thiocyanatopropoxy)propane-1,2-diols and 2-[(allyloxy)methyl]-2-[(3-aryl-2-thiocyanatopropoxy)methyl]-butan-1-ols.Irrespective of reagent ratio,the second allyl fragment of 2,2-bis(allyloxymethyl)butan-l-ol fails to enter thiocyanatarylation.The presence of hydroxy groups in the unsaturated compounds studied render the latter less reactive than allyl derivatives containing no such groups.