91819-54-4Relevant academic research and scientific papers
Water-Accelerated Nickel-Catalyzed α-Crotylation of Simple Ketones with 1,3-Butadiene under pH and Redox-Neutral Conditions
Chen, Tiantian,Dong, Guangbin,Xing, Dong,Yang, Haijian,Yang, Yang
, p. 4238 - 4243 (2020/05/05)
We report a nickel/NHC-catalyzed branched-selective α-crotylation of simple ketones using 1,3-butadiene as the alkylation agent. This reaction is regioselective and operated under pH and redox-neutral conditions. Water was used as the sole additive, which significantly accelerates the transformation.
gamma-alkenyl ketone and preparation method thereof
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Paragraph 0031; 0124-0127, (2020/02/29)
The invention discloses a gamma-alkenyl ketone preparation method, wherein the target product can be obtained at high yield and high regioselectivity by using acetophenone and 1,3-butadiene as raw materials in the presence of an organic solvent, a catalyst, an additive and a ligand. According to the invention, the method has advantages of high atom economy, high regioselectivity, high yield and the like, can achieve the efficient conversion from a cheap basic organic chemical product 1,3-butadiene to high-added-value gamma-alkenyl ketone, and uses the cheap catalyst, so that the reaction conditions are neutral and mild, and the experimental operation is safe and simple; and the synthesized gamma-alkenyl ketone is a useful synthetic intermediate, can be subjected to a series of conversionsto obtain a series of drug molecule precursors or key intermediates, and has wide application prospect.
Dual palladium-and proline-catalyzed allylic alkylation of enolizable ketones and aldehydes with allylic alcohols
Usui, Ippei,Schmidt, Stefan,Breit, Bernhard
supporting information; experimental part, p. 1453 - 1456 (2009/09/30)
The dual Pd/proline-catalyzed α-allylation reaction of a variety of enolizable ketones and aldehydes with allylic alcohols is described. In this reaction, the choice of a large-bite angle ligand Xantphos and proline as the organocatalyst was essential for generation of the crucial π-allyl Pd intermediate from allylic alcohol, followed by nucleophilic attack of the enamine formed in situ from the corresponding enolizable carbonyl substrate and proline.
Convenient Radical α-Monoallylations of Carbonyl Compounds
Watanabe, Yoshihiko,Yoneda, Tetsuo,Okumura, Tatsuya,Ueno, Yoshio,Toru, Takeshi
, p. 3030 - 3033 (2007/10/02)
Free radical allylations of α-seleno carbonyl compounds with tributyl-substituted 2,4-pentadienyltin, 2-methyl-2-propenyltin, 2-butenyltin, and 3-methyl-2-butenyltin, are described. Such successful C-C bond formations, in particular with the 2-butenyltin and the 3-methyl-2-butenyltin, are owing to the high reactivity of the α-carbon radical, generated from α-seleno carbonyl compounds, toward allylic tin compounds.
Polyethylene-Bound Soluble Recoverable Palladium(0) Catalysts
Bergbreiter, David E.,Weatherford, David A.
, p. 2726 - 2730 (2007/10/02)
The use of diphenylphosphine-terminated ethylene oligomers as ligands for palladium(0) and palladium(II) is described.With use of these polymeric ligands, it is possible to carry out homogeneous reactions characteristic of (Ph3P)4Pd and (Ph3P)2Pd(OAc)2 with essentially complete recovery of the Pd catalyst.The only limitation to repeated reuse of the catalyst is its immolative catalytic oxidation of the phosphine ligand by adventitious oxygen.
PALLADIUM(II)-CATALYZED CLAISEN REARRANGEMENT OF ALLYL VINYL ETHERS
Baan, J. L. van der,Bickelhaupt, F.
, p. 6267 - 6270 (2007/10/02)
The Claisen rearrangement of allyl vinyl ethers is catalyzed by PdCl2(CH3CN)2, provided that alkyl substituents protect the vinyl ether double bond from coordination by the metal catalyst.
