Abstract
Studies on the Boulton-Katritzky rearrangement of 3-(2-aminoaryl)-1,2,4-oxadiazoles have led to the identification of additional electronic factors that govern the rearrangement as well as a competitive thermal rearrangement pathway for select substrates. To circumvent the limitations of the conventional thermal conversion sequence an improved protocol that employs microwave irradiation has been devised that allows access to rearrangement products in good to excellent isolated yields. Furthermore, we have developed a two-component, one-pot sequence using a microwave-assisted oxadiazole condensation/Boulton-Katritzky rearrangement to deliver 3-(acylamino)-1H-indazoles from simple esters and 2-amino-N-hydroxy-benzamidine
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