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Catalytic amination of 2-substituted pyridines with hydrazine derivatives
J B Arterburn1, K V Rao, R Ramdas
1Department of Chemistry and Biochemistry, MSC 3C, New Mexico State University, P.O. Box 30001, Las Cruces, New Mexico 88003, USA. jarterbu@nmsu.edu
Organic Letters
|May 12, 2001
Abstract:
[reaction in text] Protected pyridylhydrazine derivatives were prepared in a one-step palladium-catalyzed amination reaction using chelating phosphine ligands. 2-Pyridyl chlorides, bromides, and triflates were effective electrophiles in these reactions. Di-tert-butyl hydrazodiformate was an excellent hydrazine substrate, and the resulting products were deprotected under mild conditions. Catalytic amination provides a direct route to protected bifunctional hydrazinopyridine linkers that are suitable for metal-bioconjugate syntheses.