The Journal of organic chemistry

Direct dehydrative N-pyridinylation of amides

JW Medley, M Movassaghi

Index: Medley, Jonathan William; Movassaghi, Mohammad Journal of Organic Chemistry, 2009 , vol. 74, # 3 p. 1341 - 1344

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Citation Number: 46

Abstract

Electrophilic activation of secondary amides with trifluoromethanesulfonic anhydride in the presence of 2-fluoropyridine followed by introduction of a pyridine N-oxide derivative and warming affords the corresponding N-pyridinyl tertiary amide derivatives. A mechanism supported by in situ monitoring and deuterium labeling experiments is discussed.

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