Unveiling Orthogonal Reactivity of Substituted 2-(2-Azidostyryl)furans: Thermolysis and Photolysis versus Catalysis.

A systematic investigation of the decomposition of substituted 2-(2-azidostyryl)furans has been reported. The products of catalytic decomposition align with predictable patterns, consistent with established literature data. In contrast, photolysis and thermolysis lead to the formation of unexpected products.

One-Step Synthesis of Triphenylphosphonium Salts from (Het)arylmethyl Alcohols.

Two approaches for the synthesis of substituted phosphonium salts from easily available benzyl alcohols and their heterocyclic analogs have been developed. The developed protocols are complementary: the direct mixing of alcohol, trimethylsilyl bromide, and triphenylphosphine in 1,4-dioxane followed by heating at 80 °C was found to be more efficient for acid-sensitive substrates, such as salicyl or furfuryl alcohols as well as secondary benzyl alcohols, while a procedure including sequential addition of trimethylsilyl bromide and triphenylphosphine gave higher yields for benzyl alcohols bearing electroneutral or electron-withdrawing substituents.