Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids
Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters. The Royal Society of Chemistry 2011.
Dai, Jian-Jun,Liu, Jing-Hui,Luo, Dong-Fen,Liu, Lei
supporting information; experimental part
p. 677 - 679
(2011/03/22)
Synthesis of Five-membered 2-Heteroaryl 2-Heteroaromatic Carboxylates and Attempted Cyclization to Bisheteroaryl[2,3-b:3′2′-d]pyran-2-one
2-Heteroaryl 2-heteroaromatic carboxylates were prepared by reactions of 2-heteroaromatic carbonyl chlorides and 2(5H)-furanone, 2(5H)-thiophenone, and 1-methyl-2(5H)-pyrrolone in triethylamine. The 1H nmr spectra of the esters showed that the electronic effect of both heteroaromatic rings did not cause any sizable shift from each other except for 1-methyl-2-pyrrolyl 1-methyl-2-pyrrolecarboxylate (5c). Attempts to cyclize the esters to heteroaryl-fused pyran-2-ones were unsuccessful. The results may be explained by the most stable conformation of the esters in which two heteroatoms are anti along the C-O bond of the ester group.
Lee, Chang Kiu,Yu, Ji Sook,Kim, Sun Hee
p. 835 - 841
(2007/10/03)
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