College of Chemistry, Beijing Normal University, Beijing 100875, China.
Org Lett. 2012 Nov 2;14(21):5618-20. doi: 10.1021/ol3026632. Epub 2012 Oct 18.
The unprecedented substitution of a nitro group with aryl or alkenyl groups of Grignard reagents affords 2-aryl or alkenylpyridine N-oxides in modest to high yields with high chemoselectivity. This protocol allows a simple and clean synthesis of various 2-substituted pyridine N-oxides and the corresponding pyridine derivatives. Furthermore, straightforward one-pot iterative functionality of pyridine N-oxides could also be achieved simply by successive applications of two Grignard reagents.
芳基或烯基格氏试剂前所未有的取代硝基，以中等至高收率和高化学选择性得到 2-芳基或烯基吡啶 N-氧化物。该方案允许各种 2-取代吡啶 N-氧化物和相应的吡啶衍生物的简单和清洁合成。此外，通过连续应用两个格氏试剂，也可以简单地实现吡啶 N-氧化物的直接一锅迭代官能化。
