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New oxidative transformations of phenolic and indolic oxazolines: an avenue to useful azaspirocyclic building blocks

NA Braun, M Ousmer, JD Bray, D Bouchu…

文献索引:Braun, Norbert A.; Ousmer, Malika; Bray, Jonathan D.; Bouchu, Denis; Peters, Karl; Peters, Eva-Maria; Ciufolini, Marco A. Journal of Organic Chemistry, 2000 , vol. 65, # 14 p. 4397 - 4408

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被引用次数: 102

摘要

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 ...