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Paper | Regular issue | Vol 45, No. 11, 1997, pp.2113-2129
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7873
Complex Base-induced Generation of 3,4-Didehydropyridine Derivatives : New Access to Aminopyridines or Pyridones

Karine Vinter-Pasquier, Brigitte Jamart-Grégoire, and Paul Caubère*

*INCMFU CNRS 0008, Faculte des Sciences-Campus Victor Grignard, Université Henri-Poincare, Bat. 2e cycle, Bld des Aiguillettes, BP 239 - 54506 Vandeceuvre Les Nancy Cedex, France


The complex base, NaNH2-tert-BuONa, in THF easily transforms 3-bromopyridine and 2-pyridone derivatives into the corresponding hetarynes. The reaction of representative amines (dialkylamines, morpholine, piperidine) with these reactive intermediates leads to the preparation of aminopyridines in good yields and illustrates the synthetic usefulness of such reactions.