Visible-Light-Driven, Photocatalyst-Free Cascade to Access 3-Cyanoalkyl Coumarins from ortho-Hydroxycinnamic Esters.
J Org Chem
; 86(5): 4245-4253, 2021 Mar 05.
Article
em En
| MEDLINE
| ID: mdl-33606932
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.
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01-internacional
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MEDLINE
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En
Ano de publicação:
2021
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Article