Abstract
A Bu3P-mediated cyclization reaction of 3-cinnamoyl-4-hydroxy-2H-chromen-2-ones though electrophilic addition of acyl chlorides towards the synthesis of highly functionalized furo[3,2-c]coumarins bearing a phosphorus ylide moiety is described. These unprecedented cyclization reaction proceeds under mild reaction conditions within short reaction times (1 min to 1 h), and can be further applied in the synthesis of alkenyl-substituted furo[3,2-c]coumarins by the treatment with carbonyl electrophiles under basic conditions.
| Original language | English |
|---|---|
| Pages (from-to) | 8502-8505 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 54 |
| Issue number | 29 |
| DOIs | |
| Publication status | Published - 2015 Jul 13 |
Keywords
- acylation
- cyclizations
- heterocycles
- ylides
- zwitterion
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
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Cite this
Lee, C. J., Tsai, C. C., Hong, S. H., Chang, G. H., Yang, M. C., Möhlmann, L., & Lin, W-W. (2015). Preparation of Furo[3,2-c]coumarins from 3-Cinnamoyl-4-hydroxy-2H-chromen-2-ones and Acyl Chlorides: A Bu3P-Mediated C-Acylation/Cyclization Sequence. Angewandte Chemie - International Edition, 54(29), 8502-8505. https://doi.org/10.1002/anie.201502789