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学科主题: 氟化学
题名: A detailed study of the intramolecular hydroamination of N-(ortho-alkynyl)aryl-N '-substituted trifluoroacetamidines and bromodifluoroacetamidines
其他题名: N-(邻-炔基)芳基-N'-取代的三氟乙基脒及一溴二氟乙基脒分子内胺氢化反应的深入研究
作者: Zhu JT(祝江涛) ; Xie HB(谢海波) ; Chen ZX(陈资衔) ; Li S(李珊) ; Wu YM(吴永明)
通讯作者: 吴永明
刊名: Org. Biomol. Chem.
发表日期: 2012
卷: 10, 期:3, 页:516-523
收录类别: SCI
部门归属: 中科院上海有机化学研究所
英文摘要: The intramolecular hydroamination of N-(ortho-alkynyl) aryl-N'-substituted trifluoroacetamidines and bromodifluoroacetamidines is studied in detail. When the substituents on the alkyne fragment are aryl and alkyl groups, 5-endo-dig cyclization occurs utilizing NaAuCl4 center dot 2H(2)O as a catalyst, while 6-exo-dig cyclization proceeds in the presence of K2CO3 as a base. Interestingly, the indole derivatives are afforded with good regioselectivity via a 5-endo-dig pathway catalyzed by Cu(OAc)(2) when ortho-ethynyl appears on the aryl substituent of the amidine. The electrophilic cyclization of the amidines also shows good regioselectivity under the I-2/NaHCO3 system. At the end, a facile cascade synthesis of fluorinated quinazolones is described via hydroamination/ozonolysis from the corresponding amidine.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000298750800010
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/28317
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Zhu JT,Xie HB,Chen ZX,et al. A detailed study of the intramolecular hydroamination of N-(ortho-alkynyl)aryl-N '-substituted trifluoroacetamidines and bromodifluoroacetamidines[J]. Org. Biomol. Chem.,2012,10(3):516-523.
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