Mild decarboxylative allylation of coumarins.
Allyl esters of 3-carboxylcoumarins undergo facile decarboxylative coupling at just 25-50 degrees C. This represents the first extension of decarboxylative C-C bond-forming reactions to the coupling of aromatics with sp(3)-hybridized electrophiles. Finally, the same concept can be applied to the sp(2)-sp(3) 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.
Jana
Ranjan
R
Department of Chemistry, The University of Kansas, Lawrence, Kansas 66045, USA.
Trivedi
Rushi
R
Tunge
Jon A
JA
D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D003374:Coumarins / Q000737:chemistry*; D003653:Decarboxylation; D015195:Drug Design; D010165:Palladium / Q000737:chemistry*
D000498:Allyl Compounds; D003374:Coumarins; D010165:Palladium