A green and practical method for the synthesis of C-3 dicarbonyl indoles from aryl acetaldehydes and indoles was developed under I2/DMSO conditions, employing an assembled two-step continuous flow system. Moderate… Click to show full abstract
A green and practical method for the synthesis of C-3 dicarbonyl indoles from aryl acetaldehydes and indoles was developed under I2/DMSO conditions, employing an assembled two-step continuous flow system. Moderate to good yields of dicarbonyl indole derivatives have been achieved by consuming a lower dosage of iodine and shorter reaction time without amine catalysts added, which presents major advantages over reactions in a traditional batch. Moreover, this method was also compatible with the synthesis of α-ketoamides and α-ketoesters by adjusting the reaction parameters of a continuous flow system, which indicates its good universality. And a possible mechanism was proposed based on DMSO18 isotopic labeled experiments.
               
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