The Journal of organic chemistry

Synthesis of pyrazoles via electrophilic cyclization

M Zora, A Kivrak, C Yazici

Index: Zora, Metin; Kivrak, Arif; Yazici, Ceyda Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6726 - 6742

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Citation Number: 76

Abstract

Electrophilic cyclizations of α, β-alkynic hydrazones by molecular iodine were investigated for the synthesis of 4-iodopyrazoles. α, β-Alkynic hydrazones were readily prepared by the reactions of hydrazines with propargyl aldehydes and ketones. When treated with molecular iodine in the presence of sodium bicarbonate, α, β-alkynic hydrazones underwent electrophilic cyclization to afford 4-iodopyrazoles in good to high yields. Iodocyclization ...