108400-97-1Relevant articles and documents
Highly selective palladium-benzothiazole carbene-catalyzed allylation of active methylene compounds under neutral conditions
Monopoli, Antonio,Cotugno, Pietro,Zambonin, Carlo G.,Ciminale, Francesco,Nacci, Angelo
, p. 994 - 999 (2015)
The Pd-benzothiazol-2-ylidene complex I was found to be a chemoselective catalyst for the Tsuji-Trost allylation of active methylene compounds carried out under neutral conditions and using carbonates as allylating agents. The proposed protocol consists in a simplified procedure adopting an in situ prepared catalyst from Pd2dba3 and 3-methylbenzothiazolium salt V as precursors. A comparison of the performance of benzothiazole carbene with phosphanes and an analogous imidazolium carbene ligand is also proposed.
Allylic substitution in water catalyzed by amphiphilic resin-supported palladium-phosphine complexes
Danjo, Hiroshi,Tanaka, Daiki,Hayashi, Tamio,Uozumi, Yasuhiro
, p. 14341 - 14352 (1999)
New amphiphilic resin-supported triarylphosphines PEP (1) were designed and prepared on polyethylene glycol-polystyrene graft copolymer (PEG-PS). Palladium complexes of 1, Pal(PEP)2 (4) and Pd(PEP) (5), catalyzed allylic alkylation of 3-acetoxy-1,3-diphenyl-1-propene (6) and cinnamyl acetate (7) with various nucleophiles including 1,3-dicarbonyl compounds, amino acids, sodium azide, and sodium sulfinate, to give quantitative yields of corresponding allylic substituted products in water.
Palladium(0)-catalyzed substitution of allylic substrates in a two-phase aqueous-organic medium
Safi, Mohamed,Sinou, Denis
, p. 2025 - 2028 (1991)
Palladium(0)-catalyzed substitution of allylic substrates are shown to occur in a two-phase aqueousorganic medium using the sulfonated triphenylphosphine P(C6H4-m-SO3Na)3 or (tppts) as the ligand, allowing the easy recovery and recycling of the catalyst.
Selenocyclofunctionalization of β-ketoamides: Synthesis of substituted dihydrofurans
Stefani, Hélio A.,Costa, Iguatemi M.,De O. Silva, Diogo,Menezes, Paulo H.,Rodrigues, Alessandro
, p. 141 - 152 (2001)
Selenocyclofunctionalization of α-substituted β-ketoamides obtained from the aminolysis of the ethyl acetoacetate yielded dihydrofurans in moderate to good yields.
Palladium(0)-catalyzed substitution of allylic substrates in perfluorinated solvents
Kling, Robert,Sinou, Denis,Pozzi, Gianluca,Choplin, Agnes,Quignard, Francoise,Busch, Stefan,Kainz, Sabine,Koch, Daniel,Leitner, Walter
, p. 9439 - 9442 (1998)
Palladium(O)-catalyzed alkylation reactions of allylic substrates can be performed using the new concept of fluorous biphasic system, allowing a very easy recycling of the catalyst.
Influence du cuivre sur la substitution des enolates stables par divers halogenures allyliques
Cuvigny, Therese,Julia, Marc
, p. 121 - 138 (1987)
The allylic substitution, by a variety of allylic halides, of stable enolates derived from diethyl malonate, ethyl cyanoacetate, ethyl acetoacetate and acetylacetone has been investigated.The yields and regioselectivity of these reactions are strongly influenced by cuprous ions (and their ligands).
New amphiphilic palladium-phosphine complexes bound to solid supports: Preparation and use for catalytic allylic substitution in aqueous media
Uozumi, Yasuhiro,Danjo, Hiroshi,Hayashi, Tamio
, p. 3557 - 3560 (1997)
New amphiphilic palladium-phosphine complexes were designed and prepared on polyethylene glycol-polystyrene graft copolymer (PEG-PS) resin. The solid-supported palladium complexes showed high catalytic activity in allylic substitution reactions of allyl a
Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
Chandra Sau, Mohan,Mandal, Smita,Bhattacharjee, Manish
, p. 9235 - 9245 (2021/03/16)
Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH3CN)3][SbF6]2(I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done byin situ1H NMR spectroscopy as well as control experiments. It has been shown that reactions proceedviaη3-allyl complex formation or ally ether intermediate. The alkylation takes placeviaonly ether intermediate. The resulting allylated and alkylated products have been used for the synthesis of eleven new trisubstituted pyrazoles and one pyrazolone.
Biocatalytic dynamic kinetic reductive resolution with ketoreductase from: Klebsiella pneumoniae: The asymmetric synthesis of functionalized tetrahydropyrans
Barik, Rasmita,Halder, Joydev,Nanda, Samik
, p. 8571 - 8588 (2019/10/02)
Ketoreductase from growing cells of Klebsiella pneumoniae (NBRC 3319) acts as an efficient reagent for converting racemic α-benzyl/cinnamyl substituted-β-ketoesters to the corresponding β-hydroxy esters with excellent yields and stereoselectivities (ee and de >99 %). The reactions described herein followed a biocatalytic dynamic kinetic reductive resolution (DKRR) pathway, which is reported for the first time with such substrates. It was found that the enzyme system can accept substituted mono-aryl rings with different electronic natures. In addition, it also accepts a substituted naphthyl ring and heteroaryl ring in the α-position of the parent β-ketoester. The synthesized enantiopure β-hydroxy esters were then synthetically manipulated to valuable tetrahydropyran building blocks.
Palladium-Catalyzed Oxidative Cycloisomerization of 2-Cinnamyl-1,3-Dicarbonyls: Synthesis of Functionalized 2-Benzyl Furans
Nallagonda, Rajender,Reddy, Reddy Rajasekhar,Ghorai, Prasanta
supporting information, p. 14732 - 14736 (2015/10/19)
A new palladium-catalyzed intramolecular oxidative cycloisomerization of readily available starting materials, 2-cinnamyl-1,3-dicarbonyls, has been demonstrated for the creation of structurally diverse 2-benzyl furans. The cycloisomerization occurs by a regioselective 5-exo-trig pathway. The reaction shows a broad substrate scope with good to excellent yields. Furthermore, a one-pot procedure has been executed by using readily available cinnamyl alcohols and 1,3-diketones. Cinnamyl verit: Palladium-catalyzed intramolecular oxidative cycloisomerization of readily available 2-cinnamyl-1,3-dicarbonyls affords structurally diverse 2-benzyl furans. The cycloisomerization occurs by a regioselective 5-exo-trig pathway, with a broad substrate scope in good to excellent yields. Furthermore, a one-pot procedure is executed by using readily available cinnamyl alcohols and 1,3-diketones
