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      Insertion of sulfur dioxide via a radical process: an efficient route to sulfonyl compounds

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          Abstract

          This review is focused on the recent advances in the chemistry of sulfur dioxide fixation through a radical process. Diverse sulfonyl compounds can be obtained efficiently under mild conditions.

          Abstract

          This review is focused on the recent advances in the chemistry of sulfur dioxide fixation through a radical process. Diverse sulfonyl compounds can be obtained efficiently under mild conditions. In general, aryl radicals, vinyl radicals, alkyl radicals, and nitrogen-centered radicals can react with sulfur dioxide, giving rise to sulfonyl radical intermediates. The resulting sulfonyl radicals can be captured by nucleophiles, olefins, and alkynes. The sources of aryl radicals from aryldiazonium salts, aryl halides, and diaryliodonium salts are demonstrated. It is believed that more amazing SO 2-based achievements will be developed in the near future.

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          Most cited references105

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          C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals.

          The direct functionalization of C-H bonds in organic compounds has recently emerged as a powerful and ideal method for the formation of carbon-carbon and carbon-heteroatom bonds. This Review provides an overview of C-H bond functionalization strategies for the rapid synthesis of biologically active compounds such as natural products and pharmaceutical targets. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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            C-H bond activation enables the rapid construction and late-stage diversification of functional molecules.

            The beginning of the twenty-first century has witnessed significant advances in the field of C-H bond activation, and this transformation is now an established piece in the synthetic chemists' toolbox. This methodology has the potential to be used in many different areas of chemistry, for example it provides a perfect opportunity for the late-stage diversification of various kinds of organic scaffolds, ranging from relatively small molecules like drug candidates, to complex polydisperse organic compounds such as polymers. In this way, C-H activation approaches enable relatively straightforward access to a plethora of analogues or can help to streamline the lead-optimization phase. Furthermore, synthetic pathways for the construction of complex organic materials can now be designed that are more atom- and step-economical than previous methods and, in some cases, can be based on synthetic disconnections that are just not possible without C-H activation. This Perspective highlights the potential of metal-catalysed C-H bond activation reactions, which now extend beyond the field of traditional synthetic organic chemistry.
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              Transition metal-catalyzed C-H activation reactions: diastereoselectivity and enantioselectivity.

              This critical review discusses historical and contemporary research in the field of transition metal-catalyzed carbon-hydrogen (C-H) bond activation through the lens of stereoselectivity. Research concerning both diastereoselectivity and enantioselectivity in C-H activation processes is examined, and the application of concepts in this area for the development of novel carbon-carbon and carbon-heteroatom bond-forming reactions is described. Throughout this review, an emphasis is placed on reactions that are (or may soon become) relevant in the realm of organic synthesis (221 references).
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                Author and article information

                Journal
                OCFRA8
                Organic Chemistry Frontiers
                Org. Chem. Front.
                Royal Society of Chemistry (RSC)
                2052-4129
                2018
                2018
                : 5
                : 4
                : 691-705
                Affiliations
                [1 ]College of Biological
                [2 ]Chemical Science and Engineering
                [3 ]Jiaxing University
                [4 ]Jiaxing 314001
                [5 ]China
                [6 ]Department of Chemistry
                [7 ]Fudan University
                [8 ]Shanghai 200433
                [9 ]Department of Natural Science and Computer Science
                [10 ]Ganzhou Teacher's College
                [11 ]Ganzhou
                Article
                10.1039/C7QO01073G
                4756f881-2782-43c4-b318-fc915e18c713
                © 2018

                http://rsc.li/journals-terms-of-use

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