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A Simple, Modular Synthesis of Substituted Pyridines

Songbai Liu and Lanny S. Liebeskind*

*Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, Email: lanny.liebeskindemory.edu

S. Liu, L. S. Liebeskind, J. Am. Chem. Soc., 2008, 130, 6918-6919.

DOI: 10.1021/ja8013743


Abstract

A simple, modular method to prepare highly substituted pyridines in good isolated yields employs a cascade reaction comprising a novel Cu-catalyzed cross-coupling of alkenylboronic acids with α,β-unsaturated ketoxime O-pentafluorobenzoates, electrocyclization of the resulting 3-azatriene, and air oxidation.

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Key Words

Pyridines


ID: J48-Y2008-1380