6305-95-9Relevant articles and documents
Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents
Feng, Xiaoming,He, Qianwen,Liu, Xiaohua,Zhang, Dong,Zhang, Fengcai
supporting information, p. 6961 - 6966 (2021/09/11)
An enantioselective epoxidation of α-substituted vinyl ketones was realized to construct the key epoxide intermediates for the synthesis of various triazole antifungal agents. The reaction proceeded efficiently in high yields with good enantioselectivities by employing a chiral N,N′-dioxide/ScIII complex as the chiral catalyst and 35% aq. H2O2 as the oxidant. It enabled the facile transformation for optically active isavuconazole, efinaconazole, and other potential antifungal agents.
INHIBITING CYCLIC AMP-RESPONSIVE ELEMENT-BINDING PROTEIN (CREB)
-
, (2020/10/09)
The present disclosure is directed to inhibitors of the CBP/p300 family of bromodomains. The compounds can be useful in the treatment of disease or disorders associated with the inhibition of the CBP/p300 family of bromodomains. For instance, the disclosure is concerned with compounds and compositions for inhibition of the CBP/p300 family of bromodomains, methods of treating diseases or disorders associated with the inhibition of CBP/p300 family of bromodomains (e.g., certain forms of cancer), and methods of synthesis of these compounds.
An Efficient Palladium-Catalyzed α-Arylation of Acetone below its Boiling Point
Ledgard, Andrew J.,Martin, Fionna M.,Mutton, Simon P.,Richardson, Jeffery,Walton, Lesley
, (2020/07/24)
The monoarylation of acetone is a powerful transformation, but is typically performed at temperatures significantly in excess of its boiling point. Conditions described for performing the reaction at ambient temperatures led to significant dehalogenation when applied to a complex aryl halide. We describe our attempts to overcome both issues in the context of our drug-discovery program.
Direct Asymmetric Reductive Amination for the Synthesis of Chiral β-Arylamines
Huang, Haizhou,Liu, Xiaoyan,Zhou, Le,Chang, Mingxin,Zhang, Xumu
supporting information, p. 5309 - 5312 (2016/04/26)
The highly efficient and direct asymmetric reductive amination of arylacetones catalyzed by an iridium complex for the preparation of enantiomerically pure β-arylamines is described. The monodentate phosphoramidite ligand exhibits superb reactivity (TONs of up to 20 000) and enantioselectivity (up to 99 % ee). Additives played important roles in this reductive coupling reaction. Asymmetric reductive coupling of a ketone and an amine is a straightforward and atom-economic approach for preparing optically enriched amines. The highly efficient and direct asymmetric reductive amination of arylacetones, catalyzed by an iridium complex, supplies enantiomerically pure β-arylamines. The new phosphoramidite ligands reported show superb reactivity and enantioselectivity in this reductive coupling. M.S.=molecular sieves, TFA=trifluoroacetic acid.
Enantioselective synthesis of β-substituted chiral allylic amines: Via Rh-catalyzed asymmetric hydrogenation
Wang, Qingli,Gao, Wenchao,Lv, Hui,Zhang, Xumu
supporting information, p. 11850 - 11853 (2016/10/07)
An asymmetric mono-hydrogenation of 2-acetamido-1,3-dienes catalyzed by a Rh-DuanPhos complex has been developed. This approach provides easy access to chiral allylic amines with excellent enantioselectivities and high regioselectivities. The products are valuable chiral building blocks for pharmaceuticals.
Palladium-catalyzed mono-α-arylation of acetone with aryl imidazolylsulfonates
Ackermann, Lutz,Mehta, Vaibhav P.
supporting information; experimental part, p. 10230 - 10233 (2012/09/22)
Set the ace(tone): A palladium catalyst derived from the bidentate XantPhos ligand and Pd(OAc)2 has enabled broadly applicable mono-α-arylations of acetone to be performed with air- and moisture-stable aryl imidazolylsulfonates as most user-friendly electrophiles (see scheme). Copyright
Palladium-catalyzed mono-α-arylation of acetone with aryl halides and tosylates
Hesp, Kevin D.,Lundgren, Rylan J.,Stradiotto, Mark
supporting information; experimental part, p. 5194 - 5197 (2011/06/10)
We report the first example of selective Pd-catalyzed mono-α- arylation of acetone employing aryl chlorides, bromides, iodides, and tosylates. The use of appropriately designed P,N-ligands proved to be the key to controlling the reactivity and selectivity. The reaction affords good yields with substrates containing a range of functional groups at modest Pd loadings using Cs2CO3 as the base and employing acetone as both a reagent and the solvent.(Figure Presented)
Efficient synthesis of chiral β-arylisopropylamines by using catalytic asymmetric hydrogenation
Chen, Jian,Zhang, Weicheng,Geng, Huiling,Li, Wei,Hou, Guohua,Lei, Aiwen,Zhang, Xumu
supporting information; experimental part, p. 800 - 802 (2009/05/06)
(Chemical Equation Presented) Direct condensation of β-arylketones with acetamide afforded both Z and E enamides. The Z-configured substrates underwent hydrogenation with excellent enantioselectivity by using the Rh/tang-phos catalytic system (see scheme; tangphos = 1,1′-di-tert-butyl- [2,2′]-diphospholanyl). The product β-arylisopropylamines are important precursors to several drugs.
Facile synthesis of 1-aryl-2-propanones from aromatic amine
Li, Li,Chen, Hongbiao,Lin, Yuanbin
, p. 985 - 991 (2007/10/03)
A facile synthesis of aryl propanones using aromatic amines as precursors, via an improved Meerwein arylation reaction under mild conditions, is reported. Copyright Taylor & Francis Group, LLC.
An Effective System to Synthesize Arylacetones. Substrate-ionic Liquid-ultrasonic Irradiation
Yinghuai, Zhu,Bahnmueller, Stefan,Hosmane, Narayan S.,Maguire, John A.
, p. 730 - 731 (2007/10/03)
Manganese(III) acetate-promoted aromatic acetonylation has been accomplished with ultrasonic irradiation in ionic liquids, [N-n-pentyl-4- picolinium] [closo-CB11H12] (1), [OMIM] [BF4] and [BMIM] [PF6] in 62-93% yields, with excellent chemical selectivity.
