(Chemical Equation Presented) Lithiation of N-benzyl pyridine and quinoline carboxamides α 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 β-lactams. © 2005 American Chemical Society.
|Number of pages||3|
|Publication status||Published - 18 Aug 2005|
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CCDC 289323: Experimental Crystal Structure Determination
Clayden, J. (Contributor), Hamilton, S. D. (Contributor) & Mohammed, R. T. (Contributor), Cambridge Crystallographic Data Centre, 2005
DOI: 10.5517/cc9q202, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc9q202&sid=DataCite