Acid-Free Synthesis of Carbazoles and Carbazolequinones by Intramolecular Pd-Catalyzed, Microwave-Assisted Oxidative Biaryl Coupling Reactions - Efficient Syntheses of Murrayafoline A, 2-Methoxy-3-methylcarbazole, and Glycozolidine

作者：Sridharan Vellaisamy; Antonia Martin M; Carlos Menendez J

来源：European Journal of Organic Chemistry, 2009, 2009(27): 4614-4621.

DOI：10.1002/ejoc.200900537

• C-H activation
• Heterocycles
• Natural products
• Quinones
• Biaryl coupling

A mild and efficient methodology for the synthesis of oxygenated carbazoles from diarylamines under non-acidic conditions was developed, based on a palladium-catalyzed, microwave-assisted double C-H bond activation process. This new protocol was successfully applied to the synthesis of three naturally occurring carbazoles, namely murrayafoline A, 2-methoxy-3-methylcarbazole, and glycozolidine. The scope of the reaction was also expanded to include the synthesis of benzo fused carbazolequinones.

• 出版日期2009-9