129126-30-3Relevant academic research and scientific papers
Chelation-Controlled, Palladium-Catalyzed Arylation of Enol Ethers with Aryl Triflates. Ligand Control of Selection for α- or β-Arylation of ethene
Larhed, Mats,Andersson, Carl-Magnus,Hallberg, Anders
, p. 285 - 304 (2007/10/02)
Palladium-catalyzed arylation reactions of ethene (1) with a series of aryl triflates were performed under a variety of reaction conditions.In particular, the influence of phosphine ligands and halide additives on regioselectivity were studied.It was found that the chelation-controlled arylation of 1 affords an expedient route for the conversion of phenols into arylacetaldehydes.Alternatively, the same starting materials could be used to synthesize acetophenones by reversing the regioselectivity with bidentate phosphine ligands.
NUCLEOPHILIC ADDITION OF 1,2-AMINOALKANOLS TO PHENYLACETYLENE
Kukharev, B. F.,Stankevich, V. K.,Klimenko, G. R.
, p. 2005 - 2012 (2007/10/02)
In the absence of solvets the main products from the base-catalyzed addition of 1,2-aminoalkanols to phenylacetylene are cis-1-(2-alkylaminoalkoxy)-2-phenylethenes.The yield of the trans-1-(2-alkylaminoalkoxy)-2-phenylethenes amounts to 3-15percent, while
Chelation-Controlled, Palladium-Catalyzed Vinylic Substitution Reactions of Vinyl Ethers. 2-Arylethanal Equivalents from Aryl Halides
Andersson, Carl-Magnus,Larsson, Joakim,Hallberg, Anders
, p. 5757 - 5761 (2007/10/02)
The regioselectivity of palladium-catalyzed arylation reactions of a series of nitrogen-containing vinyl ethers is reported.The presence of a β-amino substituent gives a profound influence on regiochemistry.Thus, the arylation of ethene (1c) with a variety of aryl iodides and bromides provides the β-arylation products ethenyl>arenes (3) with at least 95percent selectivity and in good yields.The corresponding arylation of butoxyethene is a nonselective process giving a mixture of α- and β-substitution products.The palladium-catalyzed arylation of 1c constitutes an entry to 2-arylethanals after cleavage of the enol ether.The directing effect of the amino group is discussed in terms of chelation with the intermediate arylpalladium halide.
