A detailed study of the intramolecular hydroamination of N-(ortho-alkynyl)aryl-N '-substituted trifluoroacetamidines and bromodifluoroacetamidines
文献类型:期刊论文
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) |
刊名 | Org. Biomol. Chem.
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出版日期 | 2012 |
卷号 | 10期号:3页码:516-523 |
ISSN号 | 1477-0520 |
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 |
通讯作者 | 吴永明 |
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. |
学科主题 | 氟化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1039/c1ob06528a |
语种 | 英语 |
WOS记录号 | WOS:000298750800010 |
公开日期 | 2013-08-23 |
源URL | [http://202.127.28.38/handle/331003/28317] ![]() |
专题 | 上海有机化学研究所_中科院有机氟化学重点实验室 |
推荐引用方式 GB/T 7714 | 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. |
APA | 祝江涛,谢海波,陈资衔,李珊,&吴永明.(2012).A detailed study of the intramolecular hydroamination of N-(ortho-alkynyl)aryl-N '-substituted trifluoroacetamidines and bromodifluoroacetamidines.Org. Biomol. Chem.,10(3),516-523. |
MLA | 祝江涛,et al."A detailed study of the intramolecular hydroamination of N-(ortho-alkynyl)aryl-N '-substituted trifluoroacetamidines and bromodifluoroacetamidines".Org. Biomol. Chem. 10.3(2012):516-523. |
入库方式: OAI收割
来源:上海有机化学研究所
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