The preparation of 4-oxo-N-aryl-4H-1-benzopyran-2-acetamides by the condensation/cyclization of trilithiated acetoacetanilides with lithiated methyl salicylates

Authors
Hurst, DR French, KL Angel, AJ Williams, AR Rampey, ME Guion, TS Chan, KW Kassis, CM Martinez, SLS Beam, CF
Citation
Dr. Hurst et al., The preparation of 4-oxo-N-aryl-4H-1-benzopyran-2-acetamides by the condensation/cyclization of trilithiated acetoacetanilides with lithiated methyl salicylates, J HETERO CH, 35(6), 1998, pp. 1357-1359
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
35
Issue
6
Year of publication
1998
Pages
1357 - 1359
Database
ISI
SICI code
0022-152X(199811/12)35:6<1357:TPO4BT>2.0.ZU;2-7
Abstract
Several acetoacetanilides were trilithiated in excess lithium diisopropylam ide, and the resulting polylithiated intermediates were regioselectively co ndensed with lithiated methyl salicylates followed by acid cyclization to s ubstituted 4-oxo-N-aryl-4H-1-benzopyran-2-acetamide (benzopyranone-2-acetam ides).