The preparation of 4-oxo-N-aryl-4H-1-benzopyran-2-acetamides by the condensation/cyclization of trilithiated acetoacetanilides with lithiated methyl salicylates
✍ Scribed by Douglas R. Hurst; Kristen L. French; April J. Angel; Angela R. Williams; Mary E. Rampey; Tina S. Guion; Kam W. Chan; Camille M. Kassis; Shannon L. Studer Martinez; Charles F. Beam
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 252 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Several acetoacetanilides were trilithiated in excess lithium diisopropylamide, and the resulting polylithiated intermediates were regioselectively condensed with lithiated methyl salicylates followed by acid cyclization to substituted 4‐oxo‐N‐aryl‐4__H__‐1‐benzopyran‐2‐acetamides (benzopyranone‐2‐acetamides).
📜 SIMILAR VOLUMES
The Preparation of 2-(4-Oxo-4H-1-benzopyran-2-yl)-1phenylethanones by the Condensation/Cyclization of Dilithiated 1-Benzoylacetone with Lithiated Methyl Salicylates. -Condensation of dilithiated 1-benzoylacetone (I) with lithiated methyl salicylates (II) followed by acid-induced cyclization provide