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Synlett 1998; 1998(1): 87-89
DOI: 10.1055/s-1998-1571
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New Synthesis of Carbazoles from Novel exo-2-Oxazolidinone Dienes

Ashis B. Mandal* , Francisco Delgado, Joaquín Tamariz
  • *Department of Organic Chemistry, Escuela Nacional de Ciencias Biológicas, I.P.N. Prol. Carpio y Plan de Ayala, 11340 México, D.F.; Fax +5 25-3 96-35 03; E-mail: fdelgado@woodward.encb.ipn.mx
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Publication History

Publication Date:
31 December 2000 (online)

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A new synthesis of carbazoles, via regioselective Diels-Alder reaction of novel exo-2-oxazolidinone dienes 1, is described. Cyclization with palladium acetate of the intermediate diaryl amines, obtained by a one-pot three-step procedure from the cycloadducts, yielded the desired substituted carbazoles.

carbazoles - exo-2-oxazolidinone dienes - Diels-Alder - palladium