Skip to Content
Merck
  • Iron-catalyzed formation of 2-aminopyridines from diynes and cyanamides.

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

The Journal of organic chemistry (2012-08-01)
Timothy K Lane, Brendan R D'Souza, Janis Louie
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Cyanamide solution, 50 wt. % in H2O
Sigma-Aldrich
Cyanamide, 99%
Sigma-Aldrich
2-Aminopyridine, 99%
Sigma-Aldrich
2-Aminopyridine, ≥99%
Sigma-Aldrich
Calcium cyanamide, technical grade
Sigma-Aldrich
2-Aminopyridine, purum, ≥98.0% (NT)
Supelco
2-Aminopyridine, PESTANAL®, analytical standard