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Synlett 1997; 1997(12): 1444-1446
DOI: 10.1055/s-1997-1058
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Carbazole-1,2-quinodimethane: Generation and Reactivity

Augusto C. Tomé1 , Roger F. Enes1 , José A. S. Cavaleiro1 , Laurent Martarello2 , Gilbert Kirsch2
  • 1Departamento de Química, Universidade de Aveiro, 3810 Aveiro, Portugal
  • 2Laboratoire de Chimie Organique, Université de Metz, Ile de Saulcy, F-57 045 Metz cedex, France
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Publication History

Publication Date:
31 December 2000 (online)

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Carbazole-1,2-quinodimethane was generated by thermal extrusion of sulfur dioxide from a dihydrothieno[3,4-a]carbazole-S,S-dioxide. This novel ortho-quinodimethane was trapped in situ in Diels-Alder reactions to give new carbazole derivatives.

carbazoles - ortho-quinodimethanes - Diels-Alder reaction - sulfur dioxide extrusion - dihydrothieno derivatives