通过分子间和分子内氮杂-狄尔斯-阿尔德途径合成对苯二酚喹啉的便捷通用方法。
A Convenient and Versatile Route to Hydroquinolines by Inter- and Intramolecular Aza-Diels-Alder Pathways.
作者信息
Steinhagen Henning, Corey E J
机构信息
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, MA 02138 (USA), Fax: (+1) 617-495-0376.
出版信息
Angew Chem Int Ed Engl. 1999 Jul 12;38(13-14):1928-1931. doi: 10.1002/(SICI)1521-3773(19990712)38:13/14<1928::AID-ANIE1928>3.0.CO;2-1.
Abstract
Surprisingly, the simplest method possible for o-azaxylylene production, base-induced elimination of hydrogen chloride from amide or sulfonamide derivatives of o-(chloromethyl)aniline, has never been reported. This powerful approach provides easy and stereoselective access to polycyclic hydroquinolines, as shown for an example in Equation (1).
摘要
令人惊讶的是，邻（氯甲基）苯胺的酰胺或磺酰胺衍生物通过碱诱导消除氯化氢来制备邻氮杂亚二甲苯的可能最简单的方法从未被报道过。这种强大的方法为多环氢喹啉提供了简便且立体选择性的合成途径，如式（1）中的示例所示。
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