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One-Pot Synthesis of Fused Benzo[c]carbazoles by Photochemical Intramolecular Annulation of 3-Acyl-2-haloindoles with Tethered Styrenes
Ist Teil von
European Journal of Organic Chemistry, 2011-10, Vol.2011 (29), p.5905-5910
Ort / Verlag
Weinheim: WILEY-VCH Verlag
Erscheinungsjahr
2011
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
An efficient procedure for the synthesis of fused benzo[c]carbazoles has been achieved in moderate to high yields by the one‐pot photochemical annulation of 3‐acyl‐2‐haloindoles with tethered styrenes by photoinduced electron‐transfer coupling, electrocyclic reactions, and deacylative aromatization in the presence of pyridine. Fused furo[2,3‐c]carbazoles were also synthesized under the same conditions. 5,6‐Dihydrobenzo[c]pyrrolo[1,2,3‐lm]carbazoles were oxidized by DDQ to afford aromatic benzo[c]pyrrolo[1,2,3‐lm]carbazole products in moderate to high yields.
An efficient procedure for the synthesis of fused benzo[c]carbazoles has been achieved in moderate to high yields by a one‐pot photochemical annulation of 3‐acyl‐2‐haloindoles with tethered styrenes by photoinduced electron‐transfer coupling, electrocyclic reactions, and deacylative aromatization in the presence of pyridine.