116140-58-0Relevant articles and documents
Ruthenium salophen triflate: A reusable catalyst for alkylation of 1,3-dicarbonyl compounds
Barati, Behjat,Moghadam, Majid,Rahmati, Abbas,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj
, p. 122 - 126 (2012)
Reaction of 1,3-dicarbonyl compounds with alcohols or olefins in the presence of catalytic amounts of electron-deficient [Ru(salophen)OTf] produced α-alkylated 1,3-dicarbonyls under solvent-free conditions. Different substituted benzylic alcohols were efficiently reacted with 2,4-pentanedione or 1,3-diphenyl-1,3-propanedione and their corresponding alkylated diones were obtained in good to excellent yield. On the other hand, substituted styrenes were also converted to their corresponding α-alkylated 1,3-dicarbonyls in good yields. The effect of reaction parameters such as solvent, amount of catalyst and axial substituent on the ruthenium salophen was also investigated. The catalyst was reusable several times without loss of its activity.
An efficient metal-catalyzed hydroalkylation
Rueping, Magnus,Nachtsheim, Boris J.,Kuenkel, Alexander
, p. 1391 - 1394 (2007)
An efficient metal-catalyzed hydroalkylation of various styrenes, norbornene, and cyclohexadiene with 1,3-dicarbonyl compounds has been developed. This new bismuth-catalyzed C-H functionalization provides the corresponding alkylated pentanediones in good to excellent isolated yields after short reaction times. Georg Thieme Verlag Stuttgart.
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.
Graphene oxide catalyzed ketone α-alkylation with alkenes: Enhancement of graphene oxide activity by hydrogen bonding
Meng, Guangrong,Patel, Mehulkumar,Luo, Feixiang,Li, Qingdong,Flach, Carol,Mendelsohn, Richard,Garfunkel, Eric,He, Huixin,Szostak, Michal
supporting information, p. 5379 - 5382 (2019/05/10)
Direct α-alkylation of carbonyl compounds represents a fundamental bond forming transformation in organic synthesis. We report the first ketone-alkylation using olefins and alcohols as simple alkylating agents catalyzed by graphene oxide. Extensive studies of the graphene surface suggest a pathway involving dual activation of both coupling partners. Notably, we show that polar functional groups have a stabilizing effect on the GO surface, which results in a net enhancement of the catalytic activity. The method represents the first alkylation of carbonyl compounds using graphenes, which opens the door for the development of an array of protocols for ketone functionalization employing common carbonyl building blocks and readily available graphenes.
Base-free benzylation of 1,3-dicarbonyl compounds using sulfamic acid supported on silica by linker: a combined experimental and theoretical approach
Karimzadeh, Morteza,Saberi Asl, Hamed,Hashemi, Hajar,Saberi, Dariush,Niknam, Khodabakhsh
, p. 2237 - 2244 (2018/10/31)
Abstract: Sulfamic acid stabilized on the surface of silica by the n-propyl organic group linker which is named silica-bonded N-propylsulfamic acid was applied as an efficient heterogeneous catalyst with good recyclability and reusability for direct benzylation of 1,3-dicarbonyl compounds using secondary aromatic alcohols or styrenes as alkylating agents in high yields and short reaction times. All the reactions were carried out in nitromethane as solvent under an air atmosphere. The catalyst showed reusable feature by six times without a significant loss in its activity. Graphical abstract: [Figure not available: see fulltext.].
