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Rhodium-Catalyzed Direct CH Amination of Benzamides with Aryl Azides: A Synthetic Route to Diarylamines

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      Towards mild metal-catalyzed C-H bond activation.

      Functionalizing traditionally inert carbon-hydrogen bonds represents a powerful transformation in organic synthesis, providing new entries to valuable structural motifs and improving the overall synthetic efficiency. C-H bond activation, however, often necessitates harsh reaction conditions that result in functional group incompatibilities and limited substrate scope. An understanding of the reaction mechanism and rational design of experimental conditions have led to significant improvement in both selectivity and applicability. This critical review summarizes and discusses endeavours towards the development of mild C-H activation methods and wishes to trigger more research towards this goal. In addition, we examine select examples in complex natural product synthesis to demonstrate the synthetic utility of mild C-H functionalization (84 references). This journal is © The Royal Society of Chemistry 2011
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        Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation.

         S Cho,  S. Chang,  Eun Kwak (2011)
        The direct functionalization of heterocyclic compounds has emerged as one of the most important topics in the field of metal-catalyzed C-H bond activation due to the fact that products are an important synthetic motif in organic synthesis, the pharmaceutical industry, and materials science. This critical review covers the recent progresses on the regioselective dehydrogenative direct coupling reaction of heteroarenes, including arylation, olefination, alkynylation, and amination/amidation mainly utilizing transition metal catalysts (113 references). This journal is © The Royal Society of Chemistry 2011
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          Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion.

          Novel reactions that can selectively functionalize carbon-hydrogen bonds are of intense interest to the chemical community because they offer new strategic approaches for synthesis. A very promising 'carbon-hydrogen functionalization' method involves the insertion of metal carbenes and nitrenes into C-H bonds. This area has experienced considerable growth in the past decade, particularly in the area of enantioselective intermolecular reactions. Here we discuss several facets of these kinds of C-H functionalization reactions and provide a perspective on how this methodology has affected the synthesis of complex natural products and potential pharmaceutical agents.
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            Author and article information

            Journal
            Angewandte Chemie International Edition
            Angew. Chem. Int. Ed.
            Wiley-Blackwell
            14337851
            September 24 2012
            September 24 2012
            : 51
            : 39
            : 9904-9908
            10.1002/anie.201205723
            © 2012

            http://doi.wiley.com/10.1002/tdm_license_1.1

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