New Oxidative Transformations of Phenolic and Indolic Oxazolines: An Avenue to Useful Azaspirocyclic Building Blocks
2000; American Chemical Society; Volume: 65; Issue: 14 Linguagem: Inglês
10.1021/jo000341v
ISSN1520-6904
AutoresNorbert A. Braun, Malika Ousmer, Jonathan D. Bray, Denis Bouchu, Karl Peters, E.‐M. Peters, Marco A. Ciufolini,
Tópico(s)Catalytic C–H Functionalization Methods
ResumoThe oxidative cyclization of a phenolic amide to a spirolactam has long been regarded as an "impossible" reaction, because exposure of the substrates to a variety of oxidants results in formation of spirolactones with consequent loss of the amine segment. We recently communicated that this heretofore unknown transformation may be achieved by oxidation of oxazoline analogues of phenolic and indolic amides. Herein, we provide full details of our work.
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