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Synthesis of Carbazoles by Gold(I)-Catalyzed Carbocyclization of 2-(Enynyl)indoles

Chandrasekaran Praveen, Paramasivan Thirumalai Perumal*

*Organic Chemistry Division, Central Leather Research Institute (CSIR Laboratory), Adyar, Chennai 600 020, India, Email:

C. Praveen, P. T. Perumal, Synlett, 2011, 268-272.

DOI: 10.1055/s-0030-1259537


A gold(I)-catalyzed intramolecular hydroarylation of (Z)-2-(enynyl)indoles gives carbazoles in good yields. The requisite (Z)-2-(enynyl)indoles were synthesized stereoselectively by trimethylgallium-promoted, Z-selective Wittig olefination of N-alkylindole-2-carboxaldehydes with propargyl ylides.

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Key Words

(Z)-Wittig olefination, 2-(enynyl)indoles, gold catalysis, carbocyclization, carbazoles

ID: J60-Y2011-0430