Iron(III) Chloride Catalyzed Nucleophilic Substitution of Tertiary Propargylic Alcohols and Synthesis of Iodo-3H-Pyrazoles

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Abstract
A straightforward and concise method was developed for the efficient and rapid synthesis of iodo-3H-pyrazoles by the FeCl3/I2-mediated propargylic substitution of tertiary propargylic alcohols with p-toluenesulfonyl hydrazide and subsequent cyclization under mild conditions. The method constitutes a novel approach to the synthesis of various iodo-3H-pyrazoles with a wide substrate scope and in high yields.