Organic Letters 2001-05-03

Catalytic amination of 2-substituted pyridines with hydrazine derivatives.

J B Arterburn, K V Rao, R Ramdas, B R Dible

Index: Org. Lett. 3(9) , 1351-4, (2001)

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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.

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