72292-01-4Relevant academic research and scientific papers
Polysubstituted ethylene compound as well as preparation method and application thereof
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Paragraph 0125-0129; 0260-0264, (2020/12/30)
The invention discloses a polysubstituted ethylene compound as well as a preparation method and application thereof. The invention particularly discloses a preparation method of a polysubstituted ethylene compound as shown in a formula III, which comprises the following step: in an organic solvent, carrying out reaction as shown in the specification on a compound as shown in a formula I and a compound as shown in a formula II in the presence of a palladium catalyst, a phosphine ligand and alkali to obtain the polysubstituted ethylene compound as shown in the formula III. The preparation methodcan be suitable for various types of substrates, and the configuration of double bonds is controllable.
Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
Du, Changle,Fu, Xingyang,Fu, Zhicheng,Luo, Yun,Xu, Jiaxi
, p. 9526 - 9537 (2020/12/15)
The reaction of diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones. The latter are unstable under heating and fragment into the corresponding 1,1-diarylalk-1-enes and arylphosphine dioxides under reaction conditions. The arylphosphine dioxides become arylphosphonic acids during workup. The periselectivity in the annulation shows that the reaction of diaryl(aryl)phosphenes with most aldehydes and ketones favors phosphene phenyl participation in (4 + 2) annulation(2 + 2) annulation. This journal is
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.
Oxidative heck arylation for the stereoselective synthesis of tetrasubstituted olefins using nitroxides as oxidants
He, Zhiheng,Kirchberg, Sylvia,Froehlich, Roland,Studer, Armido
supporting information; experimental part, p. 3699 - 3702 (2012/05/20)
One, two, and three! Nitroxides and dioxygen serve as oxidants in highly stereoselective oxidative Pd-catalyzed Heck arylations in which aryl boronic acids are used to synthesize triarylalkyl-substituted olefins. The reactions occur under very mild conditions at room temperature. As an example, the threefold sequential arylation of methyl acrylate is the crucial step in the stereoselective synthesis of Z-Tamoxifen.
Nickel-catalyzed cross-coupling reaction of alkenyl methyl ethers with aryl boronic esters
Shimasaki, Toshiaki,Konno, Yuko,Tobisu, Mamoru,Chatani, Naoto
supporting information; experimental part, p. 4890 - 4892 (2010/01/06)
The Ni(0)-catalyzed cross-coupling of alkenyl methyl ethers with boronic esters is described. Several types of alkenyl methyl ethers can be coupled with a wide range of boronic esters to give the stilbene derivatives.
Structural optimization of enantiopure 2-cyclialkylamino-2-aryl-1,1- diphenylethanols as catalytic ligands for enantioselective additions to aldehydes
Rodriguez-Escrich, Sergi,Reddy, Katamreddy Subba,Jimeno, Ciril,Colet, Gisela,Rodriguez-Escrich, Carles,Sola, Lluis,Vidal-Ferran, Anton,Pericas, Miquel A.
, p. 5340 - 5353 (2008/12/20)
(Chemical Equation Presented) The structural optimization of a family of modular, enantiopure β-amino alcohol ligands with a common 2-amino-2-aryl-1,1-diphenylethanol skeleton, whose stereogenicity was introduced through the Jacobsen epoxidation of 1,1-diphenyl-2-arylethylenes, has led to the identification of a small set of optimal catalysts with enhanced activity and enantioselectivity in the addition of alkylzinc and arylzinc reagents to aldehydes. Criteria for the discrimination between apparently analogous, highly enantioselective ligands are proposed.
Iron-catalyzed cross-coupling between alkenyl and dienyl sulfonates and functionalized arylcopper reagents
Dunet, Guillaume,Knochel, Paul
, p. 407 - 410 (2007/10/03)
Functionalized arylcopper reagents react readily with alkenyl sulfonates in the presence of catalytic amounts of Fe(acac)3, (10 mol%) providing the expected cross-coupling products in good yields. Ester or cyano group are tolerated. This cross-coupling can be performed with dienyl sulfonates leading to the corresponding substituted dienes. Georg Thieme Verlag Stuttgart.
Vinylation of Aromatic Substrates with Solvolytically Generated Trisubstituted Vinyl Cations
Kitamura, Tsugio,Kobayashi, Shinjiro,Taniguchi, Hiroshi,Rappoport, Zvi
, p. 5003 - 5009 (2007/10/02)
Vinylation of aromatic compounds by α-aryl-β,β-disubstituted vinyl bromides (3a-i) in the presence of silver salts and 2,6-lutidine or 2,6-di-tert-butyl-4-methylpyridine proceed with high yields.The silver triflate assisted reaction is preferable to the silver tetrafluoroborate assisted reaction.The reaction of 1-anisyl-2,2-diphenylvinyl bromide gives a ρ+ value of -4.08 and high intramolecular selectivity with ko/kp ratios of 6.2-78.It is suggested that the reaction proceeds via intermediate α-arylvinyl cations and that the inter- and intramolecular selectivities are determined in the same transition state.
