239076-89-2Relevant academic research and scientific papers
Hypervalent iodine oxidation of indolic 2-oxazolines
Braun, Norbert A.,Bray, Jonathan D.,Ciufolini, Marco A.
, p. 4985 - 4988 (1999)
A novel oxidation of indolic 2-oxazolines with iodobenzene diacetate leads to unusual spiroheterocycles of potential interest in synthetic and medicinal chemistry. In several instances, addition of 2,2,2-trifluoroethanol (the solvent for such oxidations)
New oxidative transformations of phenolic and indolic oxazolines: An avenue to useful azaspirocyclic building-blocks
Braun, Norbert A.,Ousmer, Malika,Bray, Jonathan D.,Bouchu, Denis,Peters, Karl,Peters, Eva-Maria,Ciufolini, Marco A.
, p. 4397 - 4408 (2007/10/03)
The 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.
