New Oxidative Transformations of Phenolic and Indolic Oxazolines: An Avenue to Useful Azaspirocyclic Building Blocks
The Journal of Organic Chemistry2000Vol. 65(14), pp. 4397–4408
Citations Over TimeTop 10% of 2000 papers
Norbert A. Braun, Malika Ousmer, Jonathan D. Bray, Denis Bouchu, Karl Peters, E.‐M. Peters, Marco A. Ciufolini
Abstract
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.
Related Papers
- → Oxidation of amine α-carbon to amide: a review on direct methods to access the amide functionality(2019)57 cited
- → Features of the synthesis of aromatic polyamides in amide-salt solvents(1974)3 cited
- → Structural peculiarities of the formation of mixed polyamide systems(1979)1 cited
- → Specification for Polyamide 11 (PA 11) and Polyamide 12 (PA12) Mechanical Fittings for Use on Outside Diameter Controlled Polyamide 11 and Polyamide 12 Pipe and Tubing(2001)