111615-95-3Relevant academic research and scientific papers
Palladium catalyzed carbonylative Heck reaction affording monoprotected 1,3-ketoaldehydes
Gogsig, Thomas M.,Nielsen, Dennis U.,Lindhardt, Anders T.,Skrydstrup, Troels
supporting information; experimental part, p. 2536 - 2539 (2012/08/14)
The direct carbonylative palladium catalyzed synthesis of monoprotected 1,3-ketoaldehydes is reported starting from aryl iodides applying near stoichiometric amounts of carbon monoxide. Besides representing platforms for a variety of heterocyclic structures, these motives serve as viable precursors for the highly relevant aryl methyl ketones. The presented strategy can also be adapted for the facile and efficient incorporation of 13C-labeled carbon monoxide.
Palladium-catalyzed carbonylative heck reaction of aryl bromides with vinyl ethers to 3-alkoxy alkenones and pyrazoles
Schranck, Johannes,Wu, Xiao-Feng,Neumann, Helfried,Beller, Matthias
supporting information; experimental part, p. 4827 - 4831 (2012/05/20)
Three COming together: The first carbonylative Heck coupling reaction of aryl bromides and vinyl ethers leading to 1-aryl-3-alkoxy-2-propen-1-ones has been established (see scheme). Based on this coupling methodology, a novel one-pot synthesis of aryl-substituted pyrazoles was also realized. Copyright
Acylketene acetals in organic synthesis
Eid Jr.,Konopelski
, p. 975 - 992 (2007/10/02)
The preparation and reactivity of achiral and enantiomerically pure acylketene acetals are described. The key reactions of these substrates involve facile conjugate hydroboration and organolithium addition. Enantiomerically pure acylketene acetals were employed to generate a homochiral β-keto ketal through a highly diastereoselective lithium enolate quench. This β-ketal, which was also prepared through a desymmetrization ketalization reaction on a meso dione, was employed in the synthesis of the insect pheromone sitophilure.
Palladium-Catalyzed Aroylation of Alkyl Vinyl Ethers. An Entry to Monoprotected 1-Aryl-1,3-dicarbonyl Equivalents
Andersson, Carl-Magnus,Hallberg, Anders
, p. 4257 - 4263 (2007/10/02)
Reaction of aromatic and heteroaromatic acid chlorides with alkyl vinyl ethers in the presence of a palladium catalyst and an amine base gives the E-β-aroylated vinyl ethers 3 in moderate to good yield.The reaction proceeds under mild conditions and toler
Synthesis of β-Arylvinyl Ethers by the Palladium-Catalyzed Reaction of Aroyl Chlorides with Vinyl Ethers
Andersson, Carl-Magnus,Hallberg, Anders
, p. 235 - 239 (2007/10/02)
Reaction of aroyl chlorides with butyl vinyl ether in the presence of a palladium catalyst and an amine base affords β-arylvinyl ethers in 40-60percent yield.Both with regard to regioselectivity and reaction rate, aroyl chlorides were superior to aryl bro
A REGIOSPECIFIC BENZOYLATION OF ALKYL VINYL ETHERS CATALYSED BY PALLADIUM
Andersson, Carl-Magnus,Hallberg, Anders
, p. 4215 - 4216 (2007/10/02)
A series of (E)-3-alkoxy-1-arylpropene-1-ones has been prepared by a regiospecific palladium-catalysed aroylation of alkylvinyl ethers.
