Journal of Organic Chemistry 2012-09-07

Iron-catalyzed formation of 2-aminopyridines from diynes and cyanamides.

Timothy K Lane, Brendan R D'Souza, Janis Louie

Index: J. Org. Chem. 77(17) , 7555-63, (2012)

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Abstract

Diynes and cyanamides undergo an iron-catalyzed [2 + 2 + 2] cycloaddition to form highly substituted 2-aminopyridines in an atom-efficient manner that is both high yielding and regioselective. This system was also used to cyclize two terminal alkynes and a cyanamide to afford a 2,4,6-trisubstituted pyridine product regioselectively.