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Synthesis 1991; 1991(1): 21-23
DOI: 10.1055/s-1991-26368
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A Novel and Efficient Synthesis of 4H-3,1-Benzoxazines by a Tandem Aza-Wittig/Heterocumulene-Mediated Annulation Strategy

Pedro Molina* , Antonio Arques, Angel Molina
  • *Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Murcia, Campus de Espinardo, E-30071, Murcia, Spain
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Publication History

Publication Date:
17 September 2002 (online)

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2-[(Triphenylphosphoranylidene)amino]benzyl alcohol 2 reacts with isocyanates or isothiocyanates in refluxing toluene to give the corresponding 2-alkyl(aryl)amino-4H-3,1-benzoxazines 5. Iminophosphorane 2 also reacts with carbon dioxide and carbon disulfide to give 4H-3,1-benzoxazin-2(1H)-one (6) and -thione (7), respectively.