Base- and sulfur-promoted oxidative lactonization of chalcone-acetate Michael adducts: access to pyran-2-ones.
Publication
, Journal Article
Nguyen, CN; Nguyen, DT; Tran, HA; Mac, DH; Nguyen, TTT; Retailleau, P; Nguyen, TB
Published in: Organic & biomolecular chemistry
May 2024
A cost-effective, practical, straightforward and scalable synthesis of α-pyrones via base- and sulfur-promoted annulation of phenylacetates and chalcones is reported. Generated in situ from the starting components by using dbu as a base catalyst, the Michael adducts underwent a smooth oxidative cyclization into 3,4,6-triaryl-2-pyranones upon heating with DABCO and sulfur in DMSO. Extension to malonate in place of phenylacetates led to 4,6-diaryl-2-pyranone-2-carboxylates.
Duke Scholars
Published In
Organic & biomolecular chemistry
DOI
EISSN
1477-0539
ISSN
1477-0520
Publication Date
May 2024
Volume
22
Issue
19
Start / End Page
3871 / 3875
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
Citation
APA
Chicago
ICMJE
MLA
NLM
Nguyen, C. N., Nguyen, D. T., Tran, H. A., Mac, D. H., Nguyen, T. T. T., Retailleau, P., & Nguyen, T. B. (2024). Base- and sulfur-promoted oxidative lactonization of chalcone-acetate Michael adducts: access to pyran-2-ones. Organic & Biomolecular Chemistry, 22(19), 3871–3875. https://doi.org/10.1039/d4ob00479e
Nguyen, Cao Nguyen, Duc Toan Nguyen, Ha An Tran, Dinh Hung Mac, Thi Thu Tram Nguyen, Pascal Retailleau, and Thanh Binh Nguyen. “Base- and sulfur-promoted oxidative lactonization of chalcone-acetate Michael adducts: access to pyran-2-ones.” Organic & Biomolecular Chemistry 22, no. 19 (May 2024): 3871–75. https://doi.org/10.1039/d4ob00479e.
Nguyen CN, Nguyen DT, Tran HA, Mac DH, Nguyen TTT, Retailleau P, et al. Base- and sulfur-promoted oxidative lactonization of chalcone-acetate Michael adducts: access to pyran-2-ones. Organic & biomolecular chemistry. 2024 May;22(19):3871–5.
Nguyen, Cao Nguyen, et al. “Base- and sulfur-promoted oxidative lactonization of chalcone-acetate Michael adducts: access to pyran-2-ones.” Organic & Biomolecular Chemistry, vol. 22, no. 19, May 2024, pp. 3871–75. Epmc, doi:10.1039/d4ob00479e.
Nguyen CN, Nguyen DT, Tran HA, Mac DH, Nguyen TTT, Retailleau P, Nguyen TB. Base- and sulfur-promoted oxidative lactonization of chalcone-acetate Michael adducts: access to pyran-2-ones. Organic & biomolecular chemistry. 2024 May;22(19):3871–3875.
Published In
Organic & biomolecular chemistry
DOI
EISSN
1477-0539
ISSN
1477-0520
Publication Date
May 2024
Volume
22
Issue
19
Start / End Page
3871 / 3875
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry