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Mild Decarboxylative Allylation of Coumarins
Jana, Ranjan ; Trivedi, Rushi ; Tunge, Jon A.
Jana, Ranjan
Trivedi, Rushi
Tunge, Jon A.
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Abstract
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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2009-08-06
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American Chemical Society
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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