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A novel and practical strategy for accessing α-chloroketones from esters bearing diverse (hetero)aromatic, aliphatic, alkynyl, and alkenyl substituents under continuous flow conditions using transient chloromethyllithium is reported. This highly chemoselective method is enabled under flow, allowing fast transformation (on a time scale of <5 s), and providing efficient and straightforward access to a broad substrate scope (up to 99% yield). A remarkable throughput of approximately 10.6 g/h is achieved.