406,818 research outputs found

    Iterative C−H Functionalization Leading to Multiple Amidations of Anilides

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    Polyaminobenzenes were synthesized by the ruthenium-catalyzed iterative C−H amidation of anilides using dioxazolones as an amino source. This strategy could be implemented by the sequential activation of C−H bonds of formerly generated compounds by cascade chelation assistance of newly installed amide groups. Computational studies provided a rationale. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinhei118191sciescopu

    Direct C-H amidation of benzoic acids to introduce meta- and para-amino groups by tandem decarboxylation

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    The Ir-catalyzed mild C-H amidation of benzoic acids with sulfonyl azides was developed to give reactions with high efficiency and functional-group compatibility. Subsequent protodecarboxylation of ortho-amidated benzoic acid products afforded meta- or para-substituted (N-sulfonyl)aniline derivatives, the latter being inaccessible by other C-H functionalization approaches. The decarboxylation step was compatible with the amidation conditions, enabling a convenient one-pot, two-step process. Without a trace: Carboxylic acids are used as traceless directing groups in the Ir-catalyzed direct C-H amidation of arenes with sulfonyl azides under mild conditions. The tandem protodecarboxylation of the ortho-amidated benzoic acid products afforded meta- or para-substituted (N-sulfonyl)anilines, which are difficult to obtain by other C-H functionalization approaches. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim149481sciescopu

    Iridium-catalyzed direct C-H amidation with weakly coordinating carbonyl directing groups under mild conditions

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    An iridium-catalyzed direct C-H amidation of weakly coordinating substrates, in particular of those bearing ester and ketone groups, under very mild conditions has been developed. The observed high reaction efficiency was achieved by the combined use of acetic acid and lithium carbonate as additives. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.13413811sciescopu

    Ruthenium-catalyzed direct C-H amidation of arenes including weakly coordinating aromatic ketones

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    C-H activation: The ruthenium-catalyzed direct sp2 C-H amidation of arenes by using sulfonyl azides as the amino source is presented (see scheme). A wide range of substrates were readily amidated including arenes bearing weakly coordinating groups. Synthetic utility of the thus obtained products was demonstrated in the preparation of biologically active heterocycles. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.11211201sciescopu

    Comparison of the Reactivities and Selectivities of Group9 [Cp*M-III] Catalysts in C-H Functionalization Reactions

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    Pentamethylcyclopentadienyl (Cp*)-based Group9 metal (Co, Rh, or Ir) catalysts have emerged as powerful tools for C-H functionalization reactions. Whilst a diverse range of organic transformations have been developed by using [Cp*M-III] catalysts, they have often exhibited orthogonal reactivities and varied selectivities that depended on the choice of the central metal atom. An understanding of the physicochemical properties of the metals, as well as of their reaction mechanisms, has led to significant expansion of the synthetic scope of C-H functionalization reactions. This Focus Review summarizes and discusses the comparative catalytic reactivities and selectivities of the [Cp*M-III] catalysts, with an emphasis on metal-dependent pathway-switching by considering the mechanistic rationale ⓒ 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinhei

    Asian Pacific Islander Desi Awareness Month Keynote Lecture with Dr. Gordon H. Chang hosted by the APIDA Commission

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    Dr. Gordon H. Chang will speak on the history of anti-Asian violence in America on April 27, 2023, at 1:00 EDT for one hour. Dr. Chang recently stepped down as the Senior Associate Vice Provost for Under Graduate Education at Stanford and is a professor of history. He is also the Olive H. Palmer Professor in Humanities at Stanford University. He is the author of nine books, primarily on U.S. China relations and the Asian-American experience

    Measuring and analyzing German and Spanish customer satisfaction of using the iPhone 4S Mobile Cloud service

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    This paper presents the customer satisfaction analysis for measuring popularity in the Mobile Cloud, which is an emerging area in the Cloud and Big Data Computing. Organizational Sustainability Modeling (OSM) is the proposed method used in this research. The twelve-month of German and Spanish consumer data are used for the analysis to investigate the return and risk status associated with the ratings of customer satisfaction in the iPhone 4S Mobile Cloud services. Results show that there is a decline in the satisfaction ratings in Germany and Spain due to economic downturn and competitions in the market, which support our hypothesis. Key outputs have been explained and they confirm that all analysis and interpretations fulfill the criteria for OSM. The use of statistical and visualization method proposed by OSM can expose unexploited data and allows the stakeholders to understand the status of return and risk of their Cloud strategies easier than the use of other data analysis

    Direct C-H amination of arenes with alkyl azides under rhodium catalysis

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    New horizons in the utility of azides: The rhodium-catalyzed intermolecular direct C-H amination of arenes with alkyl azides provides a convenient route to N-alkyl anilines (see scheme; DG=directing group). Alkyl azides with a wide range of functional groups reacted readily with various substrates, including benzamides, aromatic ketones, and flavones. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.11181201sciescopu

    [Cu(NHC)]-Catalyzed C-H Allylation and Alkenylation of both Electron-Deficient and Electron-Rich (Hetero)arenes with Allyl Halides

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    New reactivity of a [Cu(NHC)] (NHC=N-heterocyclic carbene) catalyst is disclosed for the efficient C-H allylation of polyfluoroarenes using allyl halides in benzene at room temperature. The same catalyst system also promotes an isomerization-induced alkenylation of initially the generated allyl arenes when the reaction is run in tetrahydrofuran. Significantly, not only electron-deficient but also electron-rich (hetero)arenes undergo this double-bond migration process, thus leading to alkenylated products. The present system features mild reaction conditions, broad scope with respect to the arene substrates and allyl halide reactants, good functional-group tolerance, and high stereoselectivity. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim125251sciescopu

    Mechanism-Driven Approach To Develop a Mild and Versatile C-H Amidation through Ir-III Catalysis

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    Described herein is a mechanism-based approach to develop a versatile C-H amidation protocol under Ir-III catalysis. Reaction kinetics of a key C-N coupling step with acyl azide and 1,4,2-dioxazol-5-one led us to conclude that dioxazolones are much more efficient in mediating the formation of a carbon-nitrogen bond from an iridacyclic intermediate. Computational analysis revealed that the origin of higher reactivity is asynchronous decarboxylation motion, which may facilitate the formation of Ir-imido species. Importantly, stoichiometric reactivity was successfully translated into catalytic activity with a broad range of substrates (18 different types), many of which are regarded as challenging to functionalize. Application of the new method enables late-stage functionalization of drug molecules (c) 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim1561sciescopu
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