Synthesis of 2,3-Disubstituted Carbazoles, Benzo[c]carbazoles, and Phenanthrenes Through FeCl3-Mediated Cyclization of Triene Frameworks

Abstract

Abstract A facile synthesis of 2,3-disubstituted carbazoles through electrocyclization of 2,3-divinylindoles using FeCl3 in DMF at reflux is reported. The methodology was found to be applicable for smooth transformation of 3-aryl-2-vinylindole as well as 2-styrylbiphenyl into the respective benzo[c]carbazole and phenanthrene.

Keywords

• carbazoles
• electrocyclization
• iron(iii) chloride
• 2,3-di­vinylindole
• benzocarbazole
• phenanthrene