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Rapid and Efficient Copper‐Catalyzed Finkelstein Reaction of (Hetero)Aromatics under Continuous‐Flow Conditions
Author(s) -
Chen Mao,
Ichikawa Saki,
Buchwald Stephen L.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201409595
Subject(s) - chemistry , continuous flow , copper , nucleophile , aryl , finkelstein's test , iodide , combinatorial chemistry , catalysis , functional group , flow chemistry , flow (mathematics) , organic chemistry , mathematics , alkyl , medicine , geometry , physical therapy , physics , mechanics , polymer
A general, rapid, and efficient method for the copper‐catalyzed Finkelstein reaction of (hetero)aromatics has been developed using continuous flow to generate a variety of aryl iodides. The described method can tolerate a broad spectrum of functional groups, including N‐H and O‐H groups. Additionally, in lieu of isolation, the aryl iodide solutions were used in two distinct multistep continuous‐flow processes (amidation and Mg–I exchange/nucleophilic addition) to demonstrate the flexibility of this method.