Mild Decarboxylative Allylation of Coumarins
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Issue Date
2009-08-06Author
Jana, Ranjan
Trivedi, Rushi
Tunge, Jon A.
Publisher
American Chemical Society
Type
Article
Article Version
Scholarly/refereed, author accepted manuscript
Rights
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/ol901288r.
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Show full item recordAbstract
Allyl esters of 3-carboxylcoumarins undergo facile decarboxylative coupling at just 25–50 °C. This represents the first extension of decarboxylative C–C bond-forming reactions to the coupling of aromatics with sp3-hybridized electrophiles. Finally, the same concept can be applied to the sp2–sp3 couplings of pyrones and flavones. Thus, a variety of biologically important heteroaromatics can be readily functionalized without the need for strong bases or stoichiometric organometallics that are typically required for more standard cross-coupling reactions.
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Citation
Jana, R., Trivedi, R., & Tunge, J. A. (2009). Mild Decarboxylative Allylation of Coumarins. Organic Letters, 11(15), 3434–3436. http://doi.org/10.1021/ol901288r
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