Trost Barry M, Gutierrez Alicia C
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.
Org Lett. 2007 Apr 12;9(8):1473-6. doi: 10.1021/ol070163t. Epub 2007 Mar 16.
[reaction: see text] Herein we report a method for the synthesis of substituted pyridines. The unsaturated ketones and aldehydes derived from the cycloisomerization of primary and secondary propargyl diynols in the presence of [CpRu(CH3CN)3]PF6 (1) are converted to 1-azatrienes which in turn undergo a subsequent electrocyclization-dehydration to provide pyridines with excellent regiocontrol.
[反应:见正文] 在此,我们报道了一种合成取代吡啶的方法。在[CpRu(CH₃CN)₃]PF₆(1)存在下,伯和仲炔丙基二炔醇环异构化得到的不饱和酮和醛转化为1-氮杂三烯,后者继而进行后续的电环化-脱水反应,以优异的区域选择性得到吡啶。