1,3,4-oxadiazole formation; a novel solid support strategy

Kilburn, John P.; Lau, Jesper and Jones, Raymond C.F. (2001). 1,3,4-oxadiazole formation; a novel solid support strategy. Tetrahedron Letters, 42(13) pp. 2583–2586.

DOI: https://doi.org/10.1016/S0040-4039(01)00222-2


A new approach to the synthesis of 1,3,4-oxadiazoles on solid support is described. Resin bound 1-acyl thiosemicarbazides were treated with a variety of dehydrating agents at different temperatures, which revealed that thiosemicarbazides were effectively cyclised by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC . HCl); mild acidic cleavage from the solid support released the substituted 1,3,4-oxadiazoles in excellent purity.

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