AlCl3-Mediated Synthesis of 4-Aryl-2-quinolone-3-carboxylates
- Authors
- Yang, Seung-Hye; Jo, Seohyun; Shin, Dongyun
- Issue Date
- Aug-2017
- Publisher
- GEORG THIEME VERLAG KG
- Keywords
- 2-quinolone; Lewis acid; intramolecular; cyclization; oxidation
- Citation
- SYNLETT, v.28, no.13, pp.1614 - 1619
- Journal Title
- SYNLETT
- Volume
- 28
- Number
- 13
- Start Page
- 1614
- End Page
- 1619
- URI
- https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/5846
- DOI
- 10.1055/s-0036-1588798
- ISSN
- 0936-5214
- Abstract
- 4-Aryl-2-quinolones are important skeletons from both chemical and medicinal viewpoints. We herein report the development of an efficient synthetic method for 3-substituted 4-aryl-2-quinolones. The key reaction in this process involves an AlCl3-mediated intramolecular cyclization of substituted 2-(carbamoyl)-3-phenylacrylates, with optimized reaction conditions of 2.0 equivalents of AlCl3, nitrobenzene, 80 degrees C, and 3 hours. The chemical yields of cyclization were found to be sensitive to all reaction conditions.
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