<?xml version="1.0" encoding="ISO-8859-1"?><article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance">
<front>
<journal-meta>
<journal-id>0188-6266</journal-id>
<journal-title><![CDATA[Acta universitaria]]></journal-title>
<abbrev-journal-title><![CDATA[Acta univ]]></abbrev-journal-title>
<issn>0188-6266</issn>
<publisher>
<publisher-name><![CDATA[Universidad de Guanajuato, Dirección de Investigación y Posgrado]]></publisher-name>
</publisher>
</journal-meta>
<article-meta>
<article-id>S0188-62662017000500062</article-id>
<article-id pub-id-type="doi">10.15174/au.2017.1337</article-id>
<title-group>
<article-title xml:lang="en"><![CDATA[Unprecedented and Scalable Copper (I)Catalyzed Oxidation of the Csp2-H bond on 2-phenyl-naphthalene-1,3-diol with Atmospheric Oxygen: synthesis of 2-Hydroxy-3-phenyl-1,4naphthoquinone via direct Csp2-O bond formation]]></article-title>
<article-title xml:lang="es"><![CDATA[Oxidación sin Precedente y Escalable Catalizada por Cobre (I) del Enlace Csp2-H en el 2-Fenil-1,3-Naftalendiol con Oxígeno Atmosférico: Síntesis de la 2-Hidroxi-3-fenil-1,4-Naftoquinona via Formación Directa del Enlace Csp2-O]]></article-title>
</title-group>
<contrib-group>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Guardado-Cruz]]></surname>
<given-names><![CDATA[Sheila Teresita]]></given-names>
</name>
<xref ref-type="aff" rid="Aff"/>
</contrib>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Ortiz-Alvarado]]></surname>
<given-names><![CDATA[Rafael]]></given-names>
</name>
<xref ref-type="aff" rid="Aff"/>
</contrib>
<contrib contrib-type="author">
<name>
<surname><![CDATA[León]]></surname>
<given-names><![CDATA[Claudia de]]></given-names>
</name>
<xref ref-type="aff" rid="Aff"/>
</contrib>
<contrib contrib-type="author">
<name>
<surname><![CDATA[Solorio Alvarado]]></surname>
<given-names><![CDATA[César R.]]></given-names>
</name>
<xref ref-type="aff" rid="Aff"/>
</contrib>
</contrib-group>
<aff id="Af1">
<institution><![CDATA[,Universidad de Guanajuato Departamento de Química División de Ciencias Naturales y Exactas]]></institution>
<addr-line><![CDATA[Guanajuato Gto.]]></addr-line>
<country>Mexico</country>
</aff>
<aff id="Af2">
<institution><![CDATA[,Universidad Michoacana de San Nicolás de Hidalgo Facultad de Químico Farmacobiología ]]></institution>
<addr-line><![CDATA[Morelia Michoacán]]></addr-line>
<country>Mexico</country>
</aff>
<aff id="Af3">
<institution><![CDATA[,Universidad Mariano Gálvez Instituto de Investigaciones Químicas, Biológicas, Biomédicas y Biofísicas ]]></institution>
<addr-line><![CDATA[Guatemala ]]></addr-line>
<country>Guatemala</country>
</aff>
<pub-date pub-type="pub">
<day>00</day>
<month>10</month>
<year>2017</year>
</pub-date>
<pub-date pub-type="epub">
<day>00</day>
<month>10</month>
<year>2017</year>
</pub-date>
<volume>27</volume>
<numero>5</numero>
<fpage>62</fpage>
<lpage>68</lpage>
<copyright-statement/>
<copyright-year/>
<self-uri xlink:href="http://www.scielo.org.mx/scielo.php?script=sci_arttext&amp;pid=S0188-62662017000500062&amp;lng=en&amp;nrm=iso"></self-uri><self-uri xlink:href="http://www.scielo.org.mx/scielo.php?script=sci_abstract&amp;pid=S0188-62662017000500062&amp;lng=en&amp;nrm=iso"></self-uri><self-uri xlink:href="http://www.scielo.org.mx/scielo.php?script=sci_pdf&amp;pid=S0188-62662017000500062&amp;lng=en&amp;nrm=iso"></self-uri><abstract abstract-type="short" xml:lang="en"><p><![CDATA[Resumen La formación del enlace Csp2-O vía oxidación directa del enlace Csp2-H de compuestos ricos en electrones como los naftoles, es un proceso que generalmente necesita condiciones drásticas de reacción como temperatura y presiones elevadas. Además oxidantes fuertes como H2O2, reactivos de yodo hipervalente (&#955;3 o &#955;5), metales de transición costoso o de las tierras raras como Mo, Ru, Pt o Ce suelen ser necesarios. Como parte de nuestro estudio en la dimerización oxidativa de fenoles hacia la síntesis total de la ningalina D, se exploraron 1,3-naftalendioles como materiales de partida. En este documento se describieron por primera vez una oxidación eficiente, escalable y económica del 3-fenil-1,3-nafatlendiol utilizando cantidades estequiométricas de Cu(I) y oxígeno molécular atmosférico. Encontramos una novedosa secuencia de dos oxidaciones consecutivas en un solo paso de reacción para la formación de una 1,4-naftoquinona. La síntesis de este compuesto involucra dos procesos consecutivos de oxidación.]]></p></abstract>
<abstract abstract-type="short" xml:lang="es"><p><![CDATA[Abstract The Csp2-O bond formation via direct oxidation of the Csp2-H bond on electron-rich compounds such as naphthols, is a process that generally requires drastic reaction conditions like high temperature or pressure. Addition of strong oxidants as H2O2, hypervalent iodine reagents (&#955;3 o &#955;5), expensive transition metals or rare earth elements, such as Mo, Ru Pt or Ce, is usually necessary. As part of this study on oxidative dimerization of phenols towards the total synthesis of ningalin D, 1,3-naphthalenediol was explored as starting material using stoichiometric amounts of Cu(I) and atmospheric molecular oxygen. A novel two-step sequence reaction for the formation of a 1,4-naphthoquinone was found instead of a dimerization product. The synthesis of this compound involves two consecutive oxidation processes.]]></p></abstract>
<kwd-group>
<kwd lng="es"><![CDATA[Oxidation of naphthol]]></kwd>
<kwd lng="es"><![CDATA[oxidative dimerization of phenols]]></kwd>
<kwd lng="es"><![CDATA[1,4-naphthoquinone]]></kwd>
<kwd lng="es"><![CDATA[ningalin D]]></kwd>
<kwd lng="en"><![CDATA[Oxidación de naftoles]]></kwd>
<kwd lng="en"><![CDATA[dimerización oxidativa de fenoles]]></kwd>
<kwd lng="en"><![CDATA[1,4-naftoquinona]]></kwd>
<kwd lng="en"><![CDATA[ningalina D]]></kwd>
</kwd-group>
</article-meta>
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