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Formal [4+1] annulation of alpha-arylhydrazonoketones and dimethylsulfoxonium methylide: one-pot synthesis of substituted pyrazoles and dihydropyrazoles
Zhang, Qian1,2; Yu, Mangfei1; Yuan, Jingwen1,2; Zhang, Rui1; Liang, Yongjiu1; Tian, Jiamei3; Dong, Dewen1
刊名Journal of organic chemistry
2016-07-15
卷号81期号:14页码:6036-6041
ISSN号0022-3263
DOI10.1021/acs.joc.6b01127
通讯作者Zhang, rui(ariel@ciac.ac.cn) ; Dong, dewen(dwdong@ciac.ac.cn)
英文摘要A formal [4 + 1] annulation of readily available alpha-arylhydrazonoketones and trimethylsulfoxonium iodide in the presence of cesium carbonate is described involving a sequential corey-chaykovsky reaction and intramolecular nudeophilic cyclization process. substituted pyrazoles were obtained exclusively from the reactions of alpha-arylhydrazono-beta-oxo-amides and trimethylsulfoxonium iodide in moderate to good yields, whereas the reactions of alpha-arylhydrazono-beta-oxo-ketone/alpha-arylhydrazono-, beta-oxo-ester afforded the corresponding dihydropyrazoles in good yields.
WOS关键词CROSS-COUPLING REACTIONS ; ENANTIOSELECTIVE SYNTHESIS ; SULFUR YLIDES ; REGIOSELECTIVE SYNTHESIS ; 1,3-DIPOLAR CYCLOADDITION ; DIAZOCARBONYL COMPOUNDS ; NITROGEN-HETEROCYCLES ; DIVERGENT SYNTHESIS ; CYCLOPROPYL OXIMES ; ESTERS
WOS研究方向Chemistry
WOS类目Chemistry, Organic
语种英语
出版者AMER CHEMICAL SOC
WOS记录号WOS:000380181500023
内容类型期刊论文
URI标识http://www.corc.org.cn/handle/1471x/2374529
专题中国科学院大学
通讯作者Zhang, Rui; Dong, Dewen
作者单位1.Chinese Acad Sci, Changchun Inst Appl Chem, Key Lab Synthet Rubber, Changchun 130022, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100039, Peoples R China
3.Northeast Normal Univ, Dept Chem, Changchun 130024, Peoples R China
推荐引用方式
GB/T 7714
Zhang, Qian,Yu, Mangfei,Yuan, Jingwen,et al. Formal [4+1] annulation of alpha-arylhydrazonoketones and dimethylsulfoxonium methylide: one-pot synthesis of substituted pyrazoles and dihydropyrazoles[J]. Journal of organic chemistry,2016,81(14):6036-6041.
APA Zhang, Qian.,Yu, Mangfei.,Yuan, Jingwen.,Zhang, Rui.,Liang, Yongjiu.,...&Dong, Dewen.(2016).Formal [4+1] annulation of alpha-arylhydrazonoketones and dimethylsulfoxonium methylide: one-pot synthesis of substituted pyrazoles and dihydropyrazoles.Journal of organic chemistry,81(14),6036-6041.
MLA Zhang, Qian,et al."Formal [4+1] annulation of alpha-arylhydrazonoketones and dimethylsulfoxonium methylide: one-pot synthesis of substituted pyrazoles and dihydropyrazoles".Journal of organic chemistry 81.14(2016):6036-6041.
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