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Article Abstract

A one-pot umpolung method for the ring-opening pyridylation of unstrained cyclic amines was developed using -amidopyridinium salts. This process involves the formation of electron donor-acceptor complexes between bromide and -amidopyridinium salts, ultimately leading to the functionalization of pyridines. This protocol is compatible with a range of 5- or 6-membered cyclic amines and pyridines, thereby providing a powerful synthon for preparing C4-functionalized pyridines under visible-light conditions in the absence of an external photocatalyst.

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http://dx.doi.org/10.1021/acs.orglett.3c00922DOI Listing

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