Flavonoids. I. Synthesis of 2,2-Dialkyl-Δ3-isoflavenes from Coumarins
Publication
, Journal Article
Cook, CE; Corley, RC; Wall, ME
Published in: Journal of Organic Chemistry
December 1, 1965
The preparation of a series of 2,2-dialkyl-Δ3-isoflavenes [3-aryl-l(2H)-benzopyrans] has been carried out by reaction of Grignard reagents with coumarins. The required coumarins were synthesized by the following route: arylacetonitrile → α-aryl-β-ketonitrile → α-aryl-β-keto ester → 7-hydroxycoumarin. Acylation of arylacetonitriles occurred in good yield in dimethyl sulfoxide, and liquid hydrogen fluoride gave excellent yields of coumarins when used as solvent for the von Pechmann reaction. © 1965, American Chemical Society. All rights reserved.
Duke Scholars
Published In
Journal of Organic Chemistry
DOI
EISSN
1520-6904
ISSN
0022-3263
Publication Date
December 1, 1965
Volume
30
Issue
12
Start / End Page
4114 / 4120
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
Citation
APA
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MLA
NLM
Cook, C. E., Corley, R. C., & Wall, M. E. (1965). Flavonoids. I. Synthesis of 2,2-Dialkyl-Δ3-isoflavenes from Coumarins. Journal of Organic Chemistry, 30(12), 4114–4120. https://doi.org/10.1021/jo01023a032
Cook, C. E., R. C. Corley, and M. E. Wall. “Flavonoids. I. Synthesis of 2,2-Dialkyl-Δ3-isoflavenes from Coumarins.” Journal of Organic Chemistry 30, no. 12 (December 1, 1965): 4114–20. https://doi.org/10.1021/jo01023a032.
Cook CE, Corley RC, Wall ME. Flavonoids. I. Synthesis of 2,2-Dialkyl-Δ3-isoflavenes from Coumarins. Journal of Organic Chemistry. 1965 Dec 1;30(12):4114–20.
Cook, C. E., et al. “Flavonoids. I. Synthesis of 2,2-Dialkyl-Δ3-isoflavenes from Coumarins.” Journal of Organic Chemistry, vol. 30, no. 12, Dec. 1965, pp. 4114–20. Scopus, doi:10.1021/jo01023a032.
Cook CE, Corley RC, Wall ME. Flavonoids. I. Synthesis of 2,2-Dialkyl-Δ3-isoflavenes from Coumarins. Journal of Organic Chemistry. 1965 Dec 1;30(12):4114–4120.
Published In
Journal of Organic Chemistry
DOI
EISSN
1520-6904
ISSN
0022-3263
Publication Date
December 1, 1965
Volume
30
Issue
12
Start / End Page
4114 / 4120
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry