An Expedient Flow Chemistry Approach to Substituted 1, 4‐Dimethylcarbazoles

A simple and expedient continuously scalable flow chemistry synthesis of a range of 1,4-dimethylcarbazoles from substituted indoles and 2,5-hexanedione in the presence of K-10 (montmorillonite clay) is reported. Flow conditions were optimized, leading to the development of an in-house K-10/sand Omnifit™ catalyst column. Under conditions of 140 °C and a flow rate of 0.4 mL min⁻¹, >90% conversion of the selected indole to the desired 1,4-carbazole was achieved. This corresponded to a production rate of approximately 80 mg h⁻¹. The reaction was found to be tolerant of electron-donating indoles, whereas electron-withdrawing indoles were not tolerated.

• Baker, JR
• Hamilton, M
• Russell, CC
• O'Brien, NS

• Department: Chemistry, School of Environmental and Life Sciences, The University of Newcastle, Newcastle, New South Wales, Australia

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