Journal article

Identification of the Side Products That Diminish the Yields of the Monoamidated Product in Metal-Catalyzed C-H Amidation of 2-Phenylpyridine with Arylisocyanates

Alasdair I McKay, Weam AO Altalhi, Lachlan E McInnes, Milena L Czyz, Allan J Canty, Paul S Donnelly, Richard AJ O'Hair

The Journal of Organic Chemistry | AMER CHEMICAL SOC | Published : 2020


The Ru(II)-catalyzed amidation of 2-arylpyridines with aryl isocyanates via C-H bond activation is less efficient than described previously, due to the formation of a series of side products, which were readily identified using direct infusion electrospray mass spectrometry and high-performance liquid chromatography-mass spectrometry.


Awarded by Australian Research Council

Funding Acknowledgements

We thank the Australian Research Council for financial support (DP180101187 to R.A.J.O., P.S.D., and AJ.C.). We thank Dr. Anastasios Polyzos for useful discussions. W.A. thanks Prince Sattam Bin Abdulaziz University for the award of a scholarship, while M.L.C. acknowledges the ARC for the award of an ITTC Postdoctoral Fellowship.