Cobalt-mediated cyclotrimerization of bis-alkynes with cyanamides

ORGN 393

Hong Ye1, Llorente V. R. Bonaga1, Han-Cheng Zhang1, Alessandro F. Moretto1, Diane A. Gauthier1, Jian Li1, Gregory C. Leo2, and Bruce E. Maryanoff, bmaryano@prdus.jnj.com1. (1) Drug Discovery, Johnson & Johnson Pharmaceutical Research and Development, Welsh and McKean Roads, Spring House, PA 19477, (2) Drug Discovery, Johnson and Johnson Pharmaceutical Research and Development
Cobalt-catalyzed [2 + 2 + 2] cyclotrimerizations of α,ω-diynes with nitriles and isocyanates provide a direct approach to pyridine- and pyridone-containing macrocycles. A new reaction protocol was developed that involves markedly improved conditions. The protocol was successfully applied to [2 + 2 + 2] cycloaddition of α,ω-diynes with cyanamides, providing multisubstituted 2-aminopyridines, including amino-substituted pyridinophanes, under relatively mild and convenient conditions.

 

Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005