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Synthesis of Pyrazoles via Electrophilic Cyclization

Zora, Metin; Kivrak, Arif; Yazici, Ceyda


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        "affiliation": "Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey", 
        "name": "Zora, Metin"
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        "affiliation": "Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey", 
        "name": "Kivrak, Arif"
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        "affiliation": "Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey", 
        "name": "Yazici, Ceyda"
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    "description": "Electrophilic cyclizations of alpha,beta-alkynic hydrazones by molecular iodine were investigated for the synthesis of 4-iodopyrazoles. alpha,beta-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, alpha,beta-alkynic hydrazones underwent electrophilic cyclization to afford 4-iodopyrazoles in good to high yields. Iodocyclization was general for a wide range of alpha,beta-alkynic hydrazones and tolerated the presence of aliphatic, aromatic, heteroaromatic, and ferrocenyl moieties with electron-withdrawing and electron-donating substituents.", 
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