The Journal of Organic Chemistry

Synthesis of 2-substituted pyridines by the reaction of N-fluoropyridinium fluoride with trimethylsilyl derivatives

AS Kiselyov, L Strekowski

Index: Kiselyov, Alexander S.; Strekowski, Lucjan Journal of Organic Chemistry, 1993 , vol. 58, # 16 p. 4476 - 4478

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Citation Number: 25

Abstract

A nucleophilic addition at the position 2 of the N-fluoropyridinium cation to form an adduct" 9 and a proton abstraction to form a carbene2P8JllO have been proposed previously to account for the observed transformations of N-fluoropyridinium salts (Scheme 11). Because the carbon 2 is the most electrophilic site and the proton attached to this carbon is the most acidic proton in the cation, these mechanistic proposals are consistent with the ...