628263-26-3Relevant academic research and scientific papers
Highly Selective and Divergent Acyl and Aryl Cross-Couplings of Amides via Ir-Catalyzed C-H Borylation/N-C(O) Activation
Gao, Pengcheng,Szostak, Michal
supporting information, p. 6010 - 6015 (2020/07/30)
Herein, we demonstrate that amides can be readily coupled with nonactivated arenes via sequential Ir-catalyzed C-H borylation/N-C(O) activation. This methodology provides facile access to biaryl ketones and biaryls by the sterically controlled Ir-catalyzed C-H borylation and divergent acyl and decarbonylative amide N-C(O) and C-C activation. The methodology diverts the traditional acylation and arylation regioselectivity, allowing us to directly utilize readily available arenes and amides to produce valuable ketone and biaryl motifs.
N-Acyl-5,5-dimethylhydantoin, a New Mild Acyl-Transfer Reagent in Pd Catalysis: Highly Efficient Synthesis of Functionalized Ketones
Luo, Zhongfeng,Liu, Tingting,Guo, Weijie,Wang, Zijia,Huang, Jingjun,Zhu, Yulin,Zeng, Zhuo
, p. 1188 - 1199 (2018/09/06)
The palladium-catalyzed Suzuki-Miyaura cross-coupling of N-acyl-5,5-dimethylhydantoins with arylboronic acids has been developed via selective amides C-N bond cleavage. The new reagent is commercially available and air-/moisture-stable, and it offers a variety of ketones in good yields through Suzuki coupling under mild conditions (up to 95%).
N-heterocyclic carbene palladium(II)-catalyzed Suzuki-Miyaura cross coupling of N-acylsuccinimides by C-N cleavage
Guo, Han,Guo, Jiarui,Jia, Dingli,Liu, Lantao,Wang, Hengjin,Wang, Tao,Zhang, Wen
, p. 80 - 84 (2018/10/20)
An easily prepared, well-defined N-heterocyclic carbene-palladium(II) complex was found to be an efficient catalyst for the Suzuki-Miyaura cross-coupling of N-acylsuccinimides with arylboronic acids via C-N bond activation. Under the optimal conditions, a
Kumada Arylation of Secondary Amides Enabled by Chromium Catalysis for Unsymmetric Ketone Synthesis under Mild Conditions
Chen, Changpeng,Liu, Pei,Luo, Meiming,Zeng, Xiaoming
, p. 5864 - 5868 (2018/05/29)
The synthesis of aromatic ketones by chromium-catalyzed Kumada arylation of secondary amides with organomagnesium reagents is described. This reaction was enabled by using low-cost chromium(III) salt as a precatalyst, combined with trimethylsilyl chloride
Development of a method for the preparation of ruthenium indenylidene-ether olefin metathesis catalysts
Jimenez, Leonel R.,Tolentino, Daniel R.,Gallon, Benjamin J.,Schrodi, Yann
scheme or table, p. 5675 - 5689 (2012/09/22)
The reactions between several derivatives of 1-(3,5-dimethoxyphenyl)-prop- 2- yn-1-ol and different ruthenium starting materials [i.e., RuCl 2(PPh3)3 and RuCl2(p-cymene)(L), where L is tricyclohexylphosphine di-t-butylmethylphosphine, dicyclohexylphenylphosphine, triisobutylphosphine, triisopropylphosphine, or tri-npropylphosphine] are described. Several of these reactions allow for the easy, in-situ and atom-economic preparation of olefin metathesis catalysts. Organic precursor 1-(3,5- dimethoxyphenyl)-1-phenyl-prop-2-yn-1-ol led to the formation of active ruthenium indenylidene-ether complexes, while 1-(3,5-dimethoxyphenyl)-prop-2-yn-1-ol and 1-(3,5- dimethoxyphenyl)-1-methyl- prop-2-yn-1-ol did not. It was also found that a bulky and strong α-donor phosphine ligand was required to impart good catalytic activity to the new ruthenium complexes.
METHOD FOR IN-SITU FORMATION OF METATHESIS CATALYSTS
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Page/Page column 21-22, (2011/10/13)
Synthetic methods for the in-situ formation of olefin metathesis catalysts are disclosed, as well as the use of such catalysts in metathesis reactions of olefins and olefin compounds. In one aspect, a method is provided for synthesizing an organometallic
Convenient Stille carbonylative cross-couplings using molybdenum hexacarbonyl
Lindh, Jonas,Fardost, Ashkan,Almeida, Maria,Nilsson, Peter
experimental part, p. 2470 - 2472 (2010/07/04)
Palladium catalysis was used in Stille-type carbonylative cross-couplings employing Mo(CO)6 as the carbon monoxide source. Robust and convenient transformations were carried out in closed vessels at 100 °C, providing a set of diaryl ketones in good yields. Aryl triflates and bromides were used as coupling partners with aryl stannanes. Inclusion of the Mo(CO)6 destabilizing agent DBU made this protocol operationally simple and suppressed side-product formation.
Photoinduced C-Br homolysis of 2-bromobenzophenones and Pschorr ring closure of 2-aroylaryl radicals to fluorenones
Moorthy, Jarugu Narasimha,Samanta, Subhas
, p. 9786 - 9789 (2008/03/17)
(Chemical Equation Presented) A variety of diversely substituted 2-aroylaryl radicals, generated by photoinduced homolysis of 2-bromoarylketones, is shown to undergo Pschorr cyclization to yield fluorenones in moderate to excellent yields. The photochemical results illustrate that the substituents in the two phenyl rings of the 2-bromobenzophenone skeleton exert a dramatic influence on the reactivity of the derived 2-aroylaryl radicals. The disubstitution by methoxy groups in the radical ring renders the aryl σ-radical highly electrophilic and unreactive for hydrogen abstraction and cyclization. On the other hand, the substituents in the non-radical ring that strongly stabilize the hydrofluorenyl π-radical, formed subsequent to the attack of the 2-aroylaryl radical on the non-radical ring, promote cyclization to furnish fluorenones in excellent isolated yields.
Diphenylethylene compounds and uses thereof
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, (2008/06/13)
The present invention relates to Diphenylethylene Compounds and compositions comprising a Diphenylethylene Compound. The present invention also relates to methods for preventing or treating various diseases and disorders by administering to a subject in need thereof one or more Diphenylethylene Compounds. In particular, the invention relates to methods for preventing or treating cancer or an inflammatory disorder by administering to a subject in need thereof one or more Diphenylethylene Compounds. The present invention further relates to articles of manufacture and kits comprising one or more Diphenylethylene Compounds.
Synthesis and testing of novel phenyl substituted side-chain analogues of classical cannabinoids
Krishnamurthy, Mathangi,Ferreira, Antonio M.,Moore II, Bob M.
, p. 3487 - 3490 (2007/10/03)
A series of novel phenyl substituted side-chain analogues of classical cannabinoids were synthesized and their CB1 and CB2 binding affinities were evaluated relative to Δ8-THC and compound 2. CB1 and CB2 binding assays indicate that the dimethy
