13679-41-9Relevant articles and documents
A New Simple Synthesis of Variously Substituted Furans and Butenolides
Okazaki, Renji,Negishi, Yoshio,Inamoto, Naoki
, p. 1055 - 1056 (1982)
The reaction of 1,2-disubstituted 3,3-bis(methylthio)prop-2-en-1-ones with dimethylsulfonium methylide gave 2,2-bis(methylthio)-2,5-dihydrofurans, useful synthons for a variety of furans and butenolides.
Palladium nanoparticles embedded on thiourea-modified chitosan: A green and sustainable heterogeneous catalyst for the Suzuki reaction in water
Affrose, Abdullah,Suresh, Palaniswamy,Azath, Ismail Abulkalam,Pitchumani, Kasi
, p. 27533 - 27539 (2015)
Palladium nanoparticles (PdNPs) embedded on thiourea modified chitosan (TMC) are prepared in spherical and cubical shapes by intercalating palladium(ii) acetate in TMC, a natural bio-polymer, and a subsequent reduction using ellagic acid (EA) as a natural and green reducing source in water. The formation of palladium nanoparticles in water is monitored by UV-Vis, spectroscopy and the PdNPs/TMC solid matrix are characterized by FT-IR, powder XRD and HR-TEM. The amount of palladium entrapped on TMC is measured by ICP-OES analysis, and it is found to be 0.00103 mol%. The synthesised PdNPs/TMC reported for the first time, were employed as heterogeneous catalysts for Suzuki cross-coupling reactions of aryl iodide/bromide with various substituted aryl boronic acids in water and showed high catalytic activity under mild reaction conditions. Easy separation, the absence of an inert atmosphere and good to excellent yields are the other significant outcomes of this protocol. In addition, the reactions also work well with various heterocyclic boronic acids. Also the catalyst can be easily recovered and reused for at least five runs without loss in its activity.
Highly active NHC-Pd(ii) complexes for cross coupling of aryl chlorides and arylboronic acids: An investigation of the effect of remote bulky groups
Han, Fangwai,Xu, Ying,Zhu, Rongjiao,Liu, Guiyan,Chen, Chen,Wang, Jianhui
, p. 7422 - 7427 (2018)
A series of palladium(ii) complexes bearing remote bulky ligands were synthesized and characterized. Their catalytic activity for Suzuki-Miyaura cross-coupling reactions and the effect of remote bulky groups were investigated. These new palladium complexes are highly efficient for the Suzuki-Miyaura cross-coupling reactions of aryl chlorides and arylboronic acids with low catalyst loadings (0.05 mol%) at room temperature in air.
Highly active palladium catalysts containing a 1,10-phenanthroline analogue N-heterocyclic carbene for room temperature Suzuki-Miyaura coupling reactions of aryl chlorides with arylboronic acids in aqueous media
Liu, Guiyan,Liu, Chengxin,Han, Fangwai,Wang, Zhongliang,Wang, Jianhui
, p. 726 - 731 (2017)
Two new palladium (II) complexes containing a 1,10-phenanthroline analogue N-heterocyclic carbene (NHC) have been synthesized. The complexes were characterized by 1H and 13C NMR spectroscopy and elemental analysis and their structures were determined by single-crystal X-ray diffraction. The NHC-palladium complexes were employed as catalysts for Suzuki-Miyaura coupling reactions of aryl chlorides with arylboronic acids in aqueous media at room temperature. The cross-coupling reactions were highly efficient with low catalysts loadings.
A SIMPLE, EFFICIENT SYNTHESIS OF 3-SUBSTITUTED FURANS
Liotta, Dennis,Saindane, Manohar,Ott, Walter
, p. 2473 - 2476 (1983)
3-Substituted furan can be readily prepared in a single step via a tandem Diels-Alder/retro Diels-Alder reaction between 4-phenyloxazole and simple alkylacetylenes.
Synthesis of 3-substituted furans by hydroformylation
Nanayakkara, Peru,Alper, Howard
, p. 545 - 550 (2006)
A simple and novel method for the synthesis of 3-substituted furans by the hydroformylation of substituted propargylic alcohols is described using rhodium acetate and triphenylphosphine in dichloromethane. The hydroformylation reaction proceeds in a regio
An improved synthesis of 3-substituted furans from substituted butene- 1,4-diols
Kraus, George A.,Wang, Xuemei
, p. 1093 - 1096 (1998)
A two-phase mixture of water and hexanes improves the yields of furans produced by the oxidation of butene-1,4-diols.
The Synthesis and Catalytic Activity of New Mixed NHC-Phosphite Nickel(0) Complexes
Dorta, Reto,Duczynski, Jeremy,Moggach, Stephen A.,Sobolev, Alexandre N.,Stewart, Scott G.
supporting information, (2020/01/21)
Herein we describe the synthesis and isolation of the first low-valent NHC-phosphite nickel complexes of general formula Ni(NHC)[P(OAr)3]2. These three-coordinate Ni(0) compounds were fully characterized, including by X-ray crystallography that highlighted their trigonal planar geometry. The representative complex Ni(IMes)[P(OPh)3]2 was used to show that a phosphite ligand is readily substituted in the presence of an aldehyde or nitrile. These stoichiometric studies then led to an investigation of their catalytic properties in the Suzuki-Miyaura cross-coupling reactions between aryl tosylates and aryl boronic acids, a first for such a NHC-Ni catalyst. Finally, mechanistic investigations led to the isolation of a well-defined oxidative addition product.
A Bipyridine-Palladium Derivative as General Pre-Catalyst for Cross-Coupling Reactions in Deep Eutectic Solvents
Saavedra, Beatriz,González-Gallardo, Nerea,Meli, Alessandro,Ramón, Diego J.
supporting information, p. 3868 - 3879 (2019/07/12)
A versatile and DES-compatible bipyridine palladium complex has been developed as a general pre-catalyst for different cross-coupling reactions (Hiyama, Suzuki-Miyaura, Heck-Mizoroki and Sonogashira) in deep eutectic solvents. Hydrogen bond capacity of the ligand allows to keep the excellent level of results previously obtained in classical organic solvents. Palladium pre-catalyst showed a high catalytic activity for many cross-coupling reactions, demonstrating a great versatility and applicability. Also, this methodology employs sustainable solvents as a reaction medium and highlights the potential of DES as alternative solvents in organometallic catalysis. The catalyst and DES were easily and successfully recycled. The formation of PdNPs in DES has been confirmed by TEM and XPS analysis and their role as catalyst by mercury test. The dynamic coordination of bipyridine-type ligand in the palladium complex formation has been studied via UV/Vis. (Figure presented.).
Denitrogenative Pd/Cu-catalyzed Suzuki-type Cross-coupling of Aryltrifluoroborates with Arylhydrazine Hydrochlorides in Water under Room Temperature
Wang, Guofang,Meng, Mengting,Deng, Liping,Cheng, Kai,Qi, Chenze
, (2017/12/28)
A water-soluble palladium-catalyzed Suzuki-type cross-coupling of aryltrifluoroborates with arylhydrazide hydrochlorides was efficiently developed under mild and environmentally benign conditions, in water without any ligand. The newly developed Pd/Cu co-catalyzed denitrogenative reaction gave a range of structurally diverse substituted biaryls with good to excellent yields, in which the byproduct was nitrogen.
