A new rare earth metal and samarium-catalyzed C(sp(3))-H bond activation is reported in which 2-alkylazaarenes and propargylic alcohols were converted to indolizines. This process operates under mild conditions and solvent-free conditions. A broad scope of coupling partners has been established, and a likely mechanism has also been suggested.
A novel and efficient protocol for the regioselective synthesis of 3-styrylcoumarins from readily available cinnamic acids and coumarins is presented. The reaction proceeds via a decarboxylative cross-coupling mediated by a catalytic amount of Pd(OAc)2, with Ag2CO3 as an oxidant, and with 1,10-phenanthroline as a ligand. A plausible reaction mechanism for this process is depicted, and the resulting 3-styrylcoumarins show excellent fluorescence quantum yields.
Regioselective Palladium-Catalyzed Decarboxylative Cross-Coupling Reaction of Alkenyl Acids with Coumarins: Synthesis of 3-Styrylcoumarin Compounds. -A novel and efficient protocol for the regioselective synthesis of 3-styrylcoumarins from readily available cinnamic acids and coumarins is presented. The reaction proceeds via a Pd-catalyzed decarboxylative cross-coupling reaction using Ag 2CO3 as an oxidant and phenanthroline as a ligand. A plausible reaction mechanism for this process is given, and the resulting 3-styrylcoumarins show excellent fluorescence quantum yields. The new method can also be applied to quinolines (IV). -(WANG, X.; LI, S.-Y.; PAN*, Y.-M.; WANG, H.-S.; CHEN, Z.-F.; HUANG, K.-B.; J. Org. Chem. 80 (2015) 4, 2407-2412, http://dx.
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