58818-96-5Relevant academic research and scientific papers
Mono- And Dinuclear α-Diimine Nickel(II) and Palladium(II) Complexes in C-S Cross-Coupling
Talukder, Md Muktadir,Miller, Justin T.,Cue, John Michael O.,Udamulle, Chinthaka M.,Bhadran, Abhi,Biewer, Michael C.,Stefan, Mihaela C.
, p. 83 - 94 (2021/01/14)
The usefulness of transition metal catalytic systems in C-S cross-coupling reactions is significantly reduced by air and moisture sensitivity, as well as harsh reaction conditions. Herein, we report four highly air- and moisture-stable well-defined mononuclear and bridged dinuclear α-diimine Ni(II) and Pd(II) complexes for C-S cross-coupling. Various ligand frameworks, including acenaphthene- and iminopyridine-based ligands, were employed, and the resulting steric properties of the catalysts were evaluated and correlated with reaction outcomes. Under aerobic conditions and low temperatures, both Ni and Pd systems exhibited broader substrate scope and functional group tolerance than previously reported catalysts. Over 40 compounds were synthesized from thiols containing alkyl, benzyl, and heteroaryl groups. Also, pharmaceutically active heteroaryl moieties are incorporated from thiol and halide sources. Notably, the bridged dinuclear five-coordinate Ni complex has outperformed the remaining three mono four- or six-coordinate complexes by giving almost quantitative yields across a broad substrate scope.
URACIL NUCLEOTIDE ANALOGUES, THEIR PREPARATION METHOD AND USE THEREOF
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Page/Page column 61; 62, (2016/10/08)
The invention relates to uracil nucleotide analogues, their preparation method and use thereof. Specifically, the invention provides the uracil nucleotide analogues with the formula (I), their stereoisomers and pharmaceutical acceptable salts, the preparation method and use. These compounds are RNA-dependent RNA viral replication inhibitors, and can be used as HCV NS5B polymerase inhibitors, HCV replication inhibitors as well as for the treatment of hepatitis C infection in mammals. They have broad application prospects and are expected to develop a new generation of antiviral drugs.
A general, efficient, and functional-group-tolerant catalyst system for the palladium-catalyzed thioetherification of aryl bromides and iodides
Fernandez-Rodriguez, Manuel A.,Hartwig, John F.
experimental part, p. 1664 - 1672 (2009/07/17)
The cross-coupling reaction of aryl bromides and iodides with aliphatic and aromatic thiols catalyzed by palladium complexes of the bisphosphine ligand CyPF-tBu (1) is reported. Reactions occur in excellent yields, broad scope, high tolerance of functional groups, and with turnover numbers that exceed those of previous catalysts by 2 or 3 orders of magnitude. These couplings of bromo- and iodoarenes are more efficient than the corresponding reactions of chloroarenes and could be conducted with less catalyst loading and/or milder reaction conditions. Consequently, limitations regarding scope and functional group tolerance previously reported in the coupling of aryl chlorides are now overcome.
CATALYSTS FOR ARYL SULFIDE SYNTHESIS AND METHOD OF PRODUCING ARYL SULFIDES
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Page/Page column 25; 42, (2008/06/13)
The present invention relates to the formation of aryl sulfides and aryl thiols from aryl halides and thiols, thiolates or thiolate equivalents. The present invention provides a catalyst for the coupling of aryl halides with alkyl or aryl thiols or a hydrogen sulfide equivalent to form aryl alkyl, aryl silyl or diaryl sulfides. The reaction encompasses bromoarenes and other similar compounds containing leaving groups as well as nitrile, ester, keto, free hydroxyl, free amino, free carboxylic acid and other common functionalities. The invention can be used to prepare pharmaceutical compounds, especially including their intermediates, agricultural agents and aryl sulfide polymers.
Highly efficient and functional-group-tolerant catalysts for the palladium-catalyzed coupling of aryl chlorides with thiols
Fernandez-Rodriguez, Manuel A.,Shen, Qilong,Hartwig, John F.
, p. 7782 - 7796 (2007/10/03)
The cross-coupling reaction of aryl chlorides with aliphatic and aromatic thiols catalyzed by palladium complexes of the strongly binding bisphosphine CyPF-tBu ligand (1) is reported. Most of the reactions catalyzed by complexes of ligand 1 occur with turnover numbers that exceed those of previous catalysts by two orders of magnitude. The reactions occur with excellent yields, broad scope and high tolerance of functional groups. Coupling of aryl halides with thiols in the presence of low loadings of catalysts derived from other Josiphos type ligands, as well as ligands of other structural types, are also described.
Nickel-catalysed Substitutions of Aryl tert-Butyl Sulfones with Organometallic Reagents: Synthesis of ortho-Substituted Unsymmetrical Biaryls
Clayden, Jonathan,Cooney, J. Jonathan A.,Julia, Marc
, p. 7 - 14 (2007/10/02)
In the presence of a catalytic amount of a nickel salt, aryl tert-butyl sulfones react with aryl Grignard reagents to give biaryls.This reaction is used in conjunction with the powerful ortho-lithiation-directing ability of aryl tert-butyl sulfonyl groups to make unsymmetrical ortho-substituted biaryls.In certain cases, the substitution of an aryl alkylsulfonyl group by an organometallic reagent is possible without a transition metal catalyst.
