Journal of fluorine chemistry

Synthesis of difluorinated pyridinecarboxaldehyde via electrophilic fluorination

YJ Ko, KB Park, SB Shim, JH Shin

Index: Ko, Yoon-Joo; Park, Kyung-Bae; Shim, Seung-Bo; Shin, Jung-Hyu Journal of Fluorine Chemistry, 2006 , vol. 127, # 6 p. 755 - 759

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Citation Number: 6

Abstract

An efficient synthesis of novel 3, 5-difluoropyridine-4-carboxaldehyde using N-fluoro- benzenesulfonimide (NSFi) is described. Difluorination was achieved through the reaction of 3, 5-dihalo-1, 3-dioxolane pyridine with n-butyllithium followed by N- fluorobenzenesulfonimide at− 120° C in good to high yields. Maintaining the low temperature during the transmetallation was found to be critical for the selective formation ...