36188-55-3Relevant academic research and scientific papers
Asymmetric Transfer Hydrogenation of o-Hydroxyphenyl Ketones: Utilizing Directing Effects That Optimize the Asymmetric Synthesis of Challenging Alcohols
Clarkson, Guy J.,Wills, Martin,Zheng, Ye
, (2020/05/05)
A systematic range of o-hydroxyphenyl ketones were reduced under asymmetric transfer hydrogenation conditions using the C3-tethered catalyst 2. Two directing effects, i.e., an o-hydroxyphenyl coupled to a bulky aromatic on the opposite side of the ketone substrate, combine in a matched manner to deliver reduction products with very high enantiomeric excess.
Selectfluor-mediated mono-C–H activation: The syntheses of mono-ortho-substituted anilides
Zhu, Ranran,Lu, Shaonan,Wang, Qing,Bai, Jinshan,Wang, Yuntao,Yu, Qingzhen,Huang, Jianhui
supporting information, p. 3879 - 3887 (2018/06/15)
The C–H activation of aryl amide using readily available Pd(OAc)2 in the presence of selectfluor is reported. The highly mono-selective introduction of sp2 hybridized functional groups have been realized. A broad range of aryl-, alke
Merging Photoredox with Palladium Catalysis: Decarboxylative ortho-Acylation of Acetanilides with α-Oxocarboxylic Acids under Mild Reaction Conditions
Zhou, Chao,Li, Pinhua,Zhu, Xianjin,Wang, Lei
supporting information, p. 6198 - 6201 (2016/01/09)
A room temperature decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids has been developed via a novel Eosin Y with Pd dual catalytic system. This dual catalytic reaction shows a broad substrate scope and good functional group tolera
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.
Dual role of acetanilides: Traceless removal of a directing group through deacetylation/diazotation and palladium-catalyzed C-C-coupling reactions
Schmidt, Bernd,Elizarov, Nelli,Schilde, Uwe,Kelling, Alexandra
, p. 4223 - 4234 (2015/05/13)
The acetamide group enables regioselective oxidative ortho-C-H activation reactions, such as Pd-catalyzed acylation. The synthetic utility of these transformations can be significantly enhanced by using the acetamide as a quasi-leaving group in a subsequent conventional Pd-catalyzed coupling or cross-coupling reaction. The concept is illustrated herein for the synthesis of o-alkenyl- and o-arylphenones, which have potential for the synthesis of arylated aromatic heterocycles.
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
, 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 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
