Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5219148 | Tetrahedron | 2013 | 5 Pages |
Abstract
Several phenylethyl-substituted pyridinecarboxaldehydes were prepared from 2-bromo-3-pyridine-carboxaldehyde and these substances are found to undergo cyclization reactions in acidic media. In the absence of added nucleophile, acid-promoted cyclization and oxidation (MnO2) provide an efficient route to 10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ones. Arene nucleophiles may also be added to the acidic mixture to provide good yields of triarylmethane products. Mechanisms are proposed involving dicationic superelectrophilic intermediates.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Rajasekhar Reddy Naredla, Douglas A. Klumpp,