First (3+2)-Cycloadditions of Thiochalcones as C=S Dipolarophiles: Efficient Synthesis of 1,3,4-Thiadiazoles via Reactions with Fluorinated Nitrile Imines
作者： Paulina Grzelak , Greta Utecht , Marcin Jasiński , Grzegorz Mlostoń , None
关键词: Polymer chemistry 、 Para position 、 Chemistry 、 Aryl 、 Nitrile 、 Ring (chemistry) 、 Regioselectivity 、 Monomer 、 Thiadiazoles 、 Organic chemistry
摘要: Fluorinated nitrile imines generated in situ from the corresponding fluoral-derived hydrazonoyl bromides smoothly react with monomeric aryl/hetaryl-substituted thiochalcones yielding 2,3-dihydro-1,3,4-thiadiazoles a chemo- and regioselective manner. The elaborated protocol can be efficiently applied starting precursors functionalized both electron-donating electron-withdrawing groups located at para position of aryl ring. In contrast, non-fluorinated do not enter (3+2)-cycloaddition reactions title thiochalcones.
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