期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 16, 页码 6726-6742出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo201119e
关键词
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资金
- Research Board of Middle East Technical University (METU) [BAP-2011-07-02-00-01]
- OYP-Yuzuncu Yil University
- Scientific and Technical Research Council of Turkey [110T113]
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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