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钌催化的环异构化-6π环化反应:一种合成吡啶的新途径。

Ruthenium-catalyzed cycloisomerization-6pi-cyclization: a novel route to pyridines.

作者信息

Trost Barry M, Gutierrez Alicia C

机构信息

Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.

出版信息

Org Lett. 2007 Apr 12;9(8):1473-6. doi: 10.1021/ol070163t. Epub 2007 Mar 16.

Abstract

[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.

摘要

[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。

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