Details

Autor(en) / Beteiligte

• Vessels, Jeffrey T
• Janicki, Slawomir Z
• Petillo, Peter A

Titel

Sequential Diels−Alder Reaction of in Situ Generated 2,3-Dimethylenepyrrole and Carbodienophiles:  Rapid Synthesis of 2,3,6,7-Tetrasubstituted Carbazoles

Ist Teil von

• Organic letters, 2000-01, Vol.2 (1), p.73-76

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2000

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 2,3,6,7-Tetrasubstituted-1,2,3,4,5,6,7,8-octahydrocarbazoles 2 were synthesized in 46−90% yields by sequential Diels−Alder reactions from N-benzyl-2,5-dimethyl-3,4-bisacetoxymethylpyrrole (1) and dienophiles such as maleic anhydride, maleimides, ethyl maleate, fumaronitrile, and ethyl acrylate. The 2,3,6,7-tetrasubstituted carbazoles 3 were then synthesized in 32−87% yields from 2 by oxidation with DDQ.