钯催化的 4-溴-6H-1,2-恶嗪的交叉偶联反应。
Palladium-catalyzed cross coupling reactions of 4-bromo-6H-1,2-oxazines.
机构信息
Freie Universität Berlin, Institut für Chemie und Biochemie, Takustrasse 3, D-14195 Berlin, Germany.
出版信息
Beilstein J Org Chem. 2009 Sep 16;5:44. doi: 10.3762/bjoc.5.44.
Abstract
A number of 4-aryl- and 4-alkynyl-substituted 6H-1,2-oxazines 8 and 9 have been prepared in good yields via cross coupling reactions of halogenated precursors 2, which in turn are easily accessible by bromination of 6H-1,2-oxazines 1. Lewis-acid promoted reaction of 1,2-oxazine 9c with 1-hexyne provided alkynyl-substituted pyridine derivative 12 thus demonstrating the potential of this approach for the synthesis of pyridines.
摘要
许多 4-芳基和 4-炔基取代的 6H-1,2-恶嗪 8 和 9 通过卤代前体 2 的交叉偶联反应以良好的产率制备，卤代前体 2 又可通过 6H-1,2-恶嗪 1 的溴化轻易获得。路易斯酸促进 1,2-恶嗪 9c 与 1-己炔的反应提供了炔基取代的吡啶衍生物 12，从而证明了这种方法在合成吡啶中的潜力。
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