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Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis
- Source :
- The Journal of organic chemistry. 86(4)
- Publication Year :
- 2021
-
Abstract
- A facile and versatile strategy employing TiCl4-mediated cyclization followed by a Cannizzaro reaction has been developed for the synthesis of various xanthene derivatives. The reaction proceeded smoothly to afford both xanthenes/xanthones or their sulfur derivatives and tolerated a wide range of electronically diverse substrates. Using this methodology, pranoprofen was synthesized in three steps in 59% overall yield from commercially available starting materials.
- Subjects :
- Xanthene
010405 organic chemistry
Chemistry
Xanthones
Organic Chemistry
Pranoprofen
chemistry.chemical_element
Disproportionation
010402 general chemistry
01 natural sciences
Combinatorial chemistry
Sulfur
Catalysis
0104 chemical sciences
chemistry.chemical_compound
Xanthenes
Cyclization
Yield (chemistry)
Cannizzaro reaction
Subjects
Details
- ISSN :
- 15206904
- Volume :
- 86
- Issue :
- 4
- Database :
- OpenAIRE
- Journal :
- The Journal of organic chemistry
- Accession number :
- edsair.doi.dedup.....b1d1bac6277a2d83fa7ac2ad78f8ad32