39092-21-2Relevant academic research and scientific papers
Toward waste-free production of heck products with a catalytic palladium system under oxygen
Dams, Mieke,De Vos, Dirk E.,Celen, Sofie,Jacobs, Pierre A.
, p. 3512 - 3515 (2003)
A 100% carbon-efficient, halide- and solvent-free alternative for the synthesis of Heck-type products is the direct oxidative coupling of arenes with olefins, catalyzed by Pd(OAc)2 under oxygen (see scheme). The reactions can be performed under mild conditions, and water is the only by-product. (TON = turnover number, TOF = turnover frequency.).
Palladium-Catalyzed Synthesis of β,β-Diaryl α,β-Unsaturated Ketones
Zheng, Yi-Lin,Xiao, Li,Xie, Qiong,Shao, Li-Ming
, p. 1455 - 1465 (2019/03/07)
We herein describe a versatile palladium-catalyzed synthesis of β,β-diaryl α,β-unsaturated ketones. A broad range of aryl halides react with β-arylbutanones to afford biologically useful, symmetrical and unsymmetrical ketones. The use of 4,5-diazafluoren-9-one and oxygen makes this one-pot reaction more applicable. A plausible mechanism involving palladium-catalyzed oxidative Heck-type cross-coupling is also proposed.
Silver sequestration of halides for the activation of Pd(OAc)2 catalyzed Mizoroki-Heck reaction of 1,1 and 1,2 - Disubstituted alkenes
Bangar, Pronnoy G.,Jawalkar, Priyanka R.,Dumbre, Swapnil R.,Patil, Dharmaraj J.,Iyer, Suresh
, (2017/11/23)
A ligand free catalytic system consisting of Pd(OAc)2 (cat) and stoichiometric quantities of silver salts, AgOAc or AgBF4, exhibit high efficiency in the Mizoroki-Heck arylation, transforming aryl iodides and 1,1 as well as 1,2 disubstituted alkenes into 1,1,2 – trisubstituted aryl alkenes in excellent yields in very short reaction times.
Regio- and stereoselective synthesis of multisubstituted olefins and conjugate dienes by using α-oxo ketene dithioacetals as the building blocks
Jin, Weiwei,Du, Wangming,Yang, Qin,Yu, Haifeng,Chen, Jiping,Yu, Zhengkun
, p. 4272 - 4275 (2011/10/09)
An efficient palladium(0)-catalyzed, Cu(I)-mediated synthetic route to trisubstituted olefins and conjugate dienes has been developed via oxo directing Liebeskind-Srogl cross-coupling reactions of gem-dihaloolefin-type α-oxo ketene dithioacetals with aryl
Tetraphosphine/palladium-catalyzed Heck reactions of aryl halides with disubstituted alkenes
Kondolff, Isabelle,Doucet, Henri,Santelli, Maurice
, p. 8487 - 8491 (2007/10/03)
cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/ [PdCl(C3H5)]2 efficiently catalyses the Heck reaction of disubstituted alkenes such as methyl crotonate, ethyl cinnamate, methyl methacrylate or α-methylstyrene with a variety of aryl halides. In the presence of 1,2-disubstituted alkenes the stereoselectivities of the reactions strongly depend on the substituents of the alkenes. Selectivities up to 97% in favor of E-isomers can be obtained for the addition to methyl crotonate. With the 1,1-disubstituted alkenes methyl methacrylate or α-methylstyrene mixtures of products are obtained.
