Highly efficient construction of benzene ring in carbazoles by palladium-catalyzed endo-mode oxidative cyclization of 3-(3′-alkenyl) indoles

Organic Letters

Volumn 8, Issue 7, 2006, Pages 1339-1342

  Kong, Aidi ^a   Han, Xiuling ^a   Lu, Xiyan ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33645927023     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol060039u     Document Type: Article

References (39)

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33. See Supporting Information.
34. Typical procedure: A Schlenk tube was charged with indole 1a (99.6 mg, 0.50 mmol), palladium acetate (5.6 mg. 0.025 mmol), BQ (113.5 mg, 1.05 mmol), toluene (4 mL), and acetic acid (1 mL) under a nitrogen atmosphere. The flask was heated to 80 °C for 8 h. The solvent was removed under reduced pressure. Then the residue was purified by chromatography on silica gel (eluent: ethyl acetate and petroleum ether = 1:50) to give carbazole 4a as a white solid (86 mg. yield: 88%).
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