Continuous Flow Acylation of (Hetero)aryllithiums with Polyfunctional N,N-Dimethylamides and Tetramethylurea in Toluene

• Dimitrije Djukanovic^a
• Benjamin Heinz^a
• Dr. Francesca Mandrelli^b
• Dr. Serena Mostarda^b
• Dr. Paolo Filipponi^b
• Dr. Benjamin Martin^b
• Prof. Dr. Paul Knochel^a
• ^aDepartment Chemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5–13, Haus F, 81377 Munich, Germany
• ^bNovartis Pharma AG, Chemical Development Fabrikstraße, 4002 Basel, Switzerland

N,N-Dimethylamides for continuous flow acylations: A new acylation of (hetero)aryllithiums with polyfunctional and enolizable N,N-dimethylamides in toluene in continuous flow was reported. The required lithium species was prepared at 25 °C from (hetero)aryl bromides and sec-BuLi in toluene. Additionally, a new telescoped procedure, using tetramethylurea as C1-building block, was described providing highly functionalized unsymmetrical ketones.

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