1239986-53-8Relevant academic research and scientific papers
Activation of C-H Activation: The Beneficial Effect of Catalytic Amount of Triaryl Boranes on Palladium-Catalyzed C-H Activation
Tischler, Orsolya,Bokányi, Zsófia,Novák, Zoltán
supporting information, p. 741 - 746 (2016/03/25)
Herein we report a novel approach to the acceleration of palladium-catalyzed C-H activation reactions. We demonstrated that the utilization of electron-deficient triaryl boranes as Lewis acidic cocatalysts of palladium enables the directed cross dehydrogenative coupling of aldehydes and anilides under mild reaction conditions. Study of the kinetic profile of the transformation reveals a unique, unexpectedly long induction period of the transformation.
Palladium-catalyzed C-H bond acylation of acetanilides with benzylic alcohols under aqueous conditions
Luo, Feihua,Yang, Jun,Li, Zhengkai,Xiang, Haifeng,Zhou, Xiangge
, p. 2463 - 2469 (2015/04/22)
Palladium-catalyzed dehydrogenative coupling reactions between acetanilides and benzylic alcohols under aqueous conditions are reported. A wide range of benzophenone derivatives could be obtained in good to excellent yields up to 98 %. Mechanism studies showed that a bimetallic palladium cyclopalladated complex might be involved in the catalysis.
A one-pot process for palladium catalyzed direct C-H acylation of anilines in water using a removable ortho directing group
Szabo, Fruzsina,Simko, Daniel,Novak, Zoltan
, p. 3883 - 3886 (2014/01/06)
A new mild, practical method for the synthesis of aminobenzophenone derivatives through a three step one-pot reaction sequence involving acylation of anilines, palladium catalyzed cross-dehydrogenative coupling of the formed anilides and the hydrolytic cleavage is reported. The full reaction sequence was performed under aqueous conditions.
Room temperature palladium-catalyzed decarboxylative acyl/aroylation using [Fe(III)(EDTA)(η2-O2)]3- as oxidant at biological pH
Sharma, Sugandha,Khan, Imran A.,Saxena, Anil K.
supporting information, p. 673 - 678 (2013/04/10)
The purple-coloured iron peroxo complex [Fe(III)EDTA(η2- O2)]3- as a novel reagent system for Pd-catalyzed decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids at room temperature in aqueous media has been realized. This reaction provides an effective access to ortho-acylacetanilides under mild conditions. Copyright
Mild palladium-catalyzed oxidative direct ortho-C-H acylation of anilides under aqueous conditions
Szabo, Fruzsina,Daru, Janos,Simko, Daniel,Nagy, Tibor Zs.,Stirling, Andras,Novak, Zoltan
supporting information, p. 685 - 691 (2013/04/10)
Palladium-catalyzed cross-dehydrogenative coupling between anilides and aromatic aldehydes was achieved under aqueous conditions. A wide variety of the desired benzophenone derivatives was isolated in good to excellent yield. The reaction rate acceleration effect of acid and detergent has been demonstrated. Mechanistic insight has been obtained from quantum chemical calculations. Copyright
Toluene derivatives as simple coupling precursors for cascade palladium-catalyzed oxidative C-H bond acylation of acetanilides
Wu, Yinuo,Choy, Pui Ying,Mao, Fei,Kwong, Fuk Yee
supporting information, p. 689 - 691 (2013/02/25)
A palladium-catalyzed cascade cross-coupling of acetanilide and toluene for the synthesis of ortho-acylacetanilide is described. Toluene derivatives can act as effective acyl precursors (upon sp3-C-H bond oxidation by a Pd/TBHP system) in the oxidative coupling between two C-H bonds. This dehydrogenative Pd-catalyzed ortho-acylation proceeds under mild reaction conditions.
Palladium-catalyzed oxidative C-H bond acylation of acetanilides with benzylic alcohols
Yuan, Yu,Chen, Duanteng,Wang, Xiaowei
supporting information; experimental part, p. 3373 - 3379 (2012/02/03)
An efficient and clean method to construct C-C bonds has been developed via the acylation reaction of acetanilides with benzylic alcohols using tert-butyl hydroperoxide (TBHP) as oxidant catalyzed by palladium acetate in the presence of triflic acid (TfOH). The acylation reactions exhibit excellent reactivities, and up to 95% yield of the corresponding aryl ketone could be obtained under the optimal conditions. Copyright
Palladium-catalyzed oxidative C-H bond coupling of steered acetanilides and aldehydes: A facile access to ortho -acylacetanilides
Wu, Yinuo,Li, Baozhu,Mao, Fei,Li, Xingshu,Kwong, Fuk Yee
supporting information; experimental part, p. 3258 - 3261 (2011/08/05)
A palladium-catalyzed oxidative C-H bond functionalization/ortho-acylation of acetanilides using easily accessible aldehyde as the acyl source is described. In the presence of a Pd(TFA)2 catalyst and tert-butylhydroperoxide at 90 °C in general, an array of ortho-acylacetanilides can be afforded in good yields.
Palladium-catalyzed ortho-acylation of acetanilides with aldehydes through direct Ci-H bond activation
Li, Chengliang,Wang, Lei,Li, Pinhua,Zhou, Wei
supporting information; experimental part, p. 10208 - 10212 (2011/10/31)
Easy access to o-acyl acetanilides: A new Pd-catalyzed ortho-acylation of acetanilides with both aromatic and aliphatic aldehydes has been developed based on a Ci-H activation process. In the presence of tert-butyl hydroperoxide (TBHP) as the ideal oxidant, this reaction provides an efficient access to ortho-acyl acetanilides in good yields (see scheme). Copyright
