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Palladium-catalyzed substitution of (coumarinyl)methyl acetates with C-, N-, and S-nucleophiles
Chattopadhyay, Kalicharan Fenster, Erik Grenning, Alexander J. Tunge, Jon A.
Chattopadhyay, Kalicharan
Fenster, Erik
Grenning, Alexander J.
Tunge, Jon A.
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Abstract
The palladium-catalyzed nucleophilic substitution of (coumarinyl)methyl acetates is described. The reaction proceeds though a palladium π-benzyl-like complex and allows for many different types of C-, N-, and S-nucleophiles to be regioselectively added to the biologically active coumarin motif. This new method was utilized to prepare a 128-membered library of aminated coumarins for biological screening.
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Date
2012-07-27
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Beilstein-Institut
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Chattopadhyay_2012.pdf
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Keywords
Benzylation, Catalysis, Courmarin, Chemical Diversity, Decarboxylative, Palladium, Substitution
Citation
Chattopadhyay, Kalicharan, Erik Fenster, Alexander J Grenning, and Jon A Tunge. 2012. “Palladium-Catalyzed Substitution of (coumarinyl)methyl Acetates with C-, N-, and S-Nucleophiles.” Beilstein Journal of Organic Chemistry 8 : 1200–1207. http://dx.doi.org/10.3762/bjoc.8.133