Metal-free intramolecular aminofluorination of alkenes mediated by PhI(OPiv)2/hydrogen fluoride-pyridine system.

Metal-free intramolecular aminofluorination of alkenes mediated by PhI(OPiv)2/hydrogen fluoride-pyridine system.
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DOI:
10.1039/c2ob26664d
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发表时间:
2012-11
影响因子:
3.2
通讯作者:
Qing Wang;W. Zhong;Xionghui Wei;Maoheng Ning;Xiangbao Meng;Zhong-Jun Li
Qing Wang;W. Zhong;Xionghui Wei;Maoheng Ning;Xiangbao Meng;Zhong-Jun Li
中科院分区:
化学3区
文献类型:
--
作者:
Qing Wang;W. Zhong;Xionghui Wei;Maoheng Ning;Xiangbao Meng;Zhong-Jun Li

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本文报道了一种简便的、不含金属的烯烃分子内胺化反应。在BF(3)·OEt(2)存在下,利用易得的PhI(OPiv)(2)和氟化氢-吡啶,对甲苯磺酰基保护的N-4-烯-1-胺一步合成3-F-哌啶,收率高,立体选择性好。
A convenient, metal-free intramolecular aminofluorination of alkenes has been developed. Employing readily available PhI(OPiv)(2) and hydrogen fluoride-pyridine in the presence of BF(3)·OEt(2), tosyl-protected pent-4-en-1-amines were converted to 3-F-piperidines in one step in good yields as well as high stereoselectivity.