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    <name>Review</name>
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      <name>Dublin Core</name>
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          <name>Title</name>
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              <text>Advances in Carbon-Element Bond Construction under Chan-Lam Cross-Coupling Conditions: A Second Decade</text>
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          <name>Subject</name>
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              <text>C-N bond formation; C-O bond formation; Chan-Lam coupling; copper mediated; copper-catalyzed; N-arylation</text>
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              <text>Copper-mediated carbon-heteroatom bond-forming reactions involving a wide range of substrates have been in the spotlight for many organic chemists. This review highlights developments between 2010 and 2019 in both stoichiometric and catalytic copper-mediated reactions, and also examples of nickel-mediated reactions, under modified Chan-Lam cross-coupling conditions using various nucleophiles; examples include chemo- and regioselective N-arylations or O-arylations. The utilization of various nucleophiles as coupling partners together with reaction optimization (including the choice of copper source, ligands, base, and other additives), limitations, scope, and mechanisms are examined; these have benefitted the development of efficient and milder methods. The synthesis of medicinally valuable or pharmaceutically important nitrogen heterocycles, including isotope-labeled compounds, is also included. Chan-Lam coupling reaction can now form twelve different C-element bonds, making it one of the most diverse and mild reactions known in organic chemistry. 1 Introduction 2 Construction of C-N and C-O Bonds 2.1 C-N Bond Formation 2.1.1 Original Discovery via Stoichiometric Copper-Mediated C-N Bond Formation 2.1.2 Copper-Catalyzed C-N Bond Formation 2.1.3 Coupling with Azides, Sulfoximines, and Sulfonediimines as Nitrogen Nucleophiles 2.1.4 Coupling with N, N -Dialkylhydroxylamines 2.1.5 Enolate Coupling with sp 3-Carbon Nucleophiles 2.1.6 Nickel-Catalyzed Chan-Lam Coupling 2.1.7 Coupling with Amino Acids 2.1.8 Coupling with Alkylboron Reagents 2.1.9 Coupling with Electron-Deficient Heteroarylamines 2.1.10 Selective C-N Bond Formation for the Synthesis of Heterocycle-Containing Compounds 2.1.11 Using Sulfonato-imino Copper(II) Complexes 2.2 C-O Bond Formation 2.2.1 Coupling with (Hetero)arylboron Reagents 2.2.2 Coupling with Alkyl- and Alkenylboron Reagents 3 C-Element (Element = S, P, C, F, Cl, Br, I, Se, Te, At) Bond Forma tion under Modified Chan-Lam Conditions 4 Conclusions.  2021 Georg Thieme Verlag. All rights reserved.</text>
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          <name>Creator</name>
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              <text>Vijayan A.; Rao D.N.; Radhakrishnan K.V.; Lam P.Y.S.; Das P.</text>
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              <text>Synthesis (Germany), Vol-53, No. 5, pp. 805-847.</text>
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          <name>Publisher</name>
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            <elementText elementTextId="197893">
              <text>Georg Thieme Verlag</text>
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          <name>Date</name>
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              <text>2021-01-01</text>
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          <name>Identifier</name>
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            <elementText elementTextId="197895">
              <text>&lt;a href="https://doi.org/10.1055/s-0040-1705971" target="_blank" rel="noreferrer noopener"&gt;https://doi.org/10.1055/s-0040-1705971&lt;/a&gt;
&lt;br /&gt;&lt;br /&gt;&lt;a href="https://www.scopus.com/inward/record.uri?eid=2-s2.0-85098077178&amp;amp;doi=10.1055%2Fs-0040-1705971&amp;amp;partnerID=40&amp;amp;md5=3da7612f4973a5947129485a34dda359" target="_blank" rel="noreferrer noopener"&gt;https://www.scopus.com/inward/record.uri?eid=2-s2.0-85098077178&amp;amp;doi=10.1055%2fs-0040-1705971&amp;amp;partnerID=40&amp;amp;md5=3da7612f4973a5947129485a34dda359&lt;/a&gt;</text>
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              <text>Restricted Access</text>
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              <text>ISSN: 397881; CODEN: SYNTB</text>
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              <text>Online</text>
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          <name>Language</name>
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              <text>English</text>
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              <text>Vijayan A., Department of Chemistry, CHRIST, Deemed to Be University, Hosur road, Bengaluru, 560029, India, CSIR, National Institute for Interdisciplinary Science and Technology, Industrial Estate PO, Thiruvananthapuram, 695019, India; Rao D.N., Department of Chemistry, Indian Institute of Technology (ISM), Dhanbad, 826004, India; Radhakrishnan K.V., CSIR, National Institute for Interdisciplinary Science and Technology, Industrial Estate PO, Thiruvananthapuram, 695019, India; Lam P.Y.S., Baruch S. Blumberg Institute, Doylestown, 18902, PA, United States; Das P., Department of Chemistry, Indian Institute of Technology (ISM), Dhanbad, 826004, India</text>
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