Journal
CHEMICAL COMMUNICATIONS
Volume 54, Issue 29, Pages 3668-3671Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc01059e
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Funding
- National Natural Science Foundation of China [21502106, 21601111]
- National Natural Science Foundation for Young Scientists of Shanxi Province [201701D221028]
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Dehydrogenative coupling of cyclic enones with heteroarenes has been a longstanding challenge because of the competitive ketone dehydrogenation and conjugated addition. Herein, a dehydrogenative coupling reaction of cyclic enones of different sizes with substituted thiophenes to construct b-thienyl cyclic enone compounds through palladium-catalyzed C-H functionalization under mild reaction conditions is reported. Simple substituted thiophenes with different functional groups can be directly introduced into cyclic enones with predominant regioselectivity at the a position of thiophene moieties and excellent functional group tolerance. Further molecular transformations of the coupling products to synthetically useful meta-heteroarylated phenol derivatives have also been demonstrated.
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