Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 45, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202201211
Keywords
Palladium-catalyzed; C-H olefination; Pyridine igand-promoted; Non-directed; Phenol derivatives
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Funding
- Natural Science Foundation of China [21772139, 22171197]
- Major Basic Research Project of the natural Science Foundation of Jiangsu Higher Education Institutions [21KJA150002]
- National local joint engineering laboratory to functional adsorption material technology for the environmental protection [SDGC2121]
- PAPD Project
- Open Research Fund of the School of Chemistry and Chemical Engineering, Henan Normal University
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An undirected ortho-olefination reaction using tri-isobutyl silicon-protected phenol as the substrate, palladium acetate as the catalyst, and inexpensive pyridine derivatives as ligands was reported. The reaction showed good tolerance towards various phenols, providing moderate to good yields. Importantly, bioactive compounds such as hexyl-methoxyphenol and estradiol were successfully synthesized, highlighting the synthetic importance of this method.
Herein, we report an undirected ortho-olefination reaction using tri-isobutyl silicon-protected phenol as the substrate, palladium acetate as the catalyst, and inexpensive pyridine derivatives as ligands. Various phenols were tolerated well, affording the olefinated product in moderate to good yields. Importantly, bioactive compounds such as hexyl-methoxyphenol and estradiol were tolerated, highlighting the synthetic importance of this method.
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