Direct synthesis of alkylated 4-hydroxycoumarin derivatives a cascade Cu-catalyzed dehydrogenation/conjugate addition sequence

An efficient approach for the direct synthesis of alkylated 4-hydroxycoumarin derivatives via a Cu-catalyzed cascade dehydrogenation/conjugate addition sequence starting from simple saturated ketones and 4-hydroxycoumarins has been developed. This protocol features excellent functional-group toleran...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2023-05, Vol.59 (44), p.6686-6689
Main Authors: Chen, Zhiliang, Li, Hongyi, Liao, Yanjing, Wang, Mengqi, Su, Weiping
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Summary:An efficient approach for the direct synthesis of alkylated 4-hydroxycoumarin derivatives via a Cu-catalyzed cascade dehydrogenation/conjugate addition sequence starting from simple saturated ketones and 4-hydroxycoumarins has been developed. This protocol features excellent functional-group tolerance, easy scale-up, and a broad substrate scope including bioactive molecules. More importantly, a series of marketed drugs, such as warfarin, acenocoumarol, coumachlor, and coumafuryl, can be obtained by this method. An efficient approach for the direct synthesis of alkylated 4-hydroxycoumarin derivatives via a Cu-catalyzed cascade dehydrogenation/conjugate addition sequence starting from simple saturated ketones and 4-hydroxycoumarins has been developed.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc01960h