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Chemodivergent and Enantioselective Synthesis of Spirobi[dihydrophenalene] Structures.
Org Lett
January 2025
Department of Chemistry, School of Science, China Pharmaceutical University, Nanjing 211198, People's Republic of China.
The development and enantioselective synthesis of two types of -symmetric spirobi[dihydrophenalene] structures is reported. The reaction proceeds via rhodium-catalyzed 2-fold asymmetric conjugate arylation of dienones followed by BF·OEt-promoted spirocyclization to give the enantiopure spiro products. Additive-dependent chemodivergent synthesis of 3,3'-diarylated 2,2',3,3'-tetrahydro-1,1'-spirobi[phenalene]-9,9'-diols (3,3'-Ar-SPHENOLs) and the corresponding spiro diary ethers from the same intermediate is achieved.
View Article and Find Full Text PDFCatalytic Benefits of an Ethynylphenyl-Based Pd Bis(NHC) over a Phenyl-Based Pd Bis(NHC): Insights into the Structural Aspects and Donor Strength Probing.
Inorg Chem
November 2024
Department of Chemistry, University of Calcutta, Kolkata 700009, West Bengal, India.
Article Synopsis
- The study focuses on enhancing metal center cooperation through tailored ligand design for improved multimetallic catalysis.
- A bimetallic Pd NHC/pyridine complex was synthesized using a novel ligand featuring an ethynylbenzene framework, allowing the creation of more complex dinuclear complexes.
- The dinuclear complexes exhibited superior catalytic performance, particularly those with acetylene linkers, compared to mononuclear and other dinuclear complexes, which was evidenced by better results in specific chemical reactions.
One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway.
Org Lett
November 2024
pi-Conjugated Polymers Unit, Okinawa Institute of Science and Technology Graduate University, Onna-son, Okinawa 904-0495, Japan.
An operationally simple and robust method for the direct arylation and ring closure of benzofurans is reported. Besides the mild conditions and good reaction yields, the methodology is applicable for a wide range of derivatives using commercially available aryl iodides with complete C regioselectivity. The reaction is proposed to follow a Heck-type oxyarylation mechanism.
View Article and Find Full Text PDFRhodium-Catalyzed C-H Arylation of Indoles with Arylsilanes at Room Temperature.
J Org Chem
November 2024
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
The Cp*Rh-catalyzed C-H arylation of indoles with arylsilanes is developed. This C-H activation transformation allows for the Rh-catalyzed indole C arylation to overcome the limitations of requiring strong directing group assistance and high-temperature conditions, achieving a room-temperature transformation driven by a weak directing group. Cp*Rh/MeOH catalytic media are considered a key factor enabling this transformation to occur under mild conditions, and experimental studies and theoretical calculations were performed to rationalize the reaction mechanisms and the influence of methanol as a solvent in promoting the reaction.
View Article and Find Full Text PDFAnomeric oxyacetamide assisted site-selective C-2 arylation and its application in / glycosylation of 2,3 eno-pyranoside.
Chem Commun (Camb)
November 2024
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
Herein we developed a palladium-catalyzed coupling of 2,3-enopyranose with arylboronic acid using a removable oxyacetamide directing group, which provides an efficient method for the synthesis of C-2 aryl sugars. The synthesized products were subsequently utilized as glycosyl donors in / glycosylation, enabling regio- and stereoselective production of 1,2-disubstituted branched sugars.
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