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Synthesis 1996; 1996(6): 690-692
DOI: 10.1055/s-1996-4284
short paper
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Tetrabutylammonium Fluoride Promoted Intramolecular Nucleophilic Attack of an Ester Group on a Carbodiimide: Preparation of 1,3-Oxazolin-5-ones and 3,1-Benzoxazin-4-ones

P. Molina* , E. Aller, M. Écija, A. Lorenzo
  • *Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, E-30071 Murcia, Spain
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Publication Date:
31 December 2000 (online)

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Functionalized carbodiimides bearing an ester group either at the α or β position undergo cyclization in the presence of tetrabutylammonium fluoride (TBAF) under mild conditions to give 1,3-oxazolin-5-ones or 3,1-benzoxazin-4-ones in synthetically useful yields.

intramolecular nucleophilic attack - carbodiimide - tetrabutylammonium fluoride - azaheterocycles