Journal
ORGANIC LETTERS
Volume 7, Issue 17, Pages 3673-3676Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol051214u
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[GRAPHICS] Lithiation of N-benzyl pyridine and quinoline carboxamides a to nitrogen gives anions that undergo intramolecular attack on the pyridine or quinoline ring, either directly or on activation of the ring by N-acylation. The resulting four-, five-, or six-membered-ring-containing compound may be oxidized, protonated, alkylated, or acylated to give a range of polycyclic heterocycles, including pyrrolopyridines, pyrroloquinolines, benzonaphthyridines, and azaspirocyclic beta-lactams.
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