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Visible-Light-Driven, Photocatalyst-Free Cascade to Access 3-Cyanoalkyl Coumarins from ortho -Hydroxycinnamic Esters.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2021 Mar 05; Vol. 86 (5), pp. 4245-4253. Date of Electronic Publication: 2021 Feb 19. - Publication Year :
- 2021
-
Abstract
- A visible-light-driven, photocatalyst-free route starting from easily accessed ortho -hydroxycinnamic esters and O -perfluoropyridin-4-yl oximes has been successfully developed to rapidly assemble a wide range of 3-cyanoalkyl coumarins. This process does not require addition of external photocatalysts, exhibiting beneficial features including mild reaction conditions, synthetic simplicity, and excellent substrate compatibility. Extensive mechanistic investigations revealed that the in situ generated phenolate anions served as photosensitizers to drive this photoinduced transformation.
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 86
- Issue :
- 5
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 33606932
- Full Text :
- https://doi.org/10.1021/acs.joc.1c00024