InIII-Catalysed Tandem C-C and C-O Bond Formation between Phenols and Allylic Acetates
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Auteurs : RBID : Pascal:11-0111505Descripteurs français
- Pascal (Inist)
- Réaction catalytique, Réaction tandem, Phénols, Composé allylique, Allylation, Réaction intramoléculaire, Alcoxylation, Catalyseur, Condition opératoire modérée, Dérivé du chromane, Cinétique, Mécanisme réaction, Etude théorique, Indium, Acide Lewis, Hétérocycle oxygène, Triflate d'indium, Benzopyrane dérivé.
English descriptors
- KwdEn :
Abstract
Indium triflate catalysed tandem allylation-intramolecular hydroalkoxylation was efficiently carried out by using 1 mol-% of the catalyst under mild conditions to afford the dihydrobenzopyran ring system (chroman-type structure) in good yields. Kinetic, mechanistic and theoretical studies are also presented.
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Pascal:11-0111505Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en" level="a">In<sup>III</sup>
-Catalysed Tandem C-C and C-O Bond Formation between Phenols and Allylic Acetates</title>
<author><name sortKey="Vece, Vito" uniqKey="Vece V">Vito Vece</name>
<affiliation wicri:level="3"><inist:fA14 i1="01"><s1>Laboratoire de Chimie des Molécules Bioactives et des Arômes, Université de Nice-Sophia Antipolis, CNRS, UMR 6001, Institut de Chimie de Nice, Parc Valrose</s1>
<s2>06108 Nice</s2>
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<country>France</country>
<placeName><region type="region" nuts="2">Provence-Alpes-Côte d'Azur</region>
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<author><name sortKey="Ricci, Jeremy" uniqKey="Ricci J">Jérémy Ricci</name>
<affiliation wicri:level="3"><inist:fA14 i1="01"><s1>Laboratoire de Chimie des Molécules Bioactives et des Arômes, Université de Nice-Sophia Antipolis, CNRS, UMR 6001, Institut de Chimie de Nice, Parc Valrose</s1>
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<author><name sortKey="Poulain Martini, Sophie" uniqKey="Poulain Martini S">Sophie Poulain-Martini</name>
<affiliation wicri:level="3"><inist:fA14 i1="01"><s1>Laboratoire de Chimie des Molécules Bioactives et des Arômes, Université de Nice-Sophia Antipolis, CNRS, UMR 6001, Institut de Chimie de Nice, Parc Valrose</s1>
<s2>06108 Nice</s2>
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<author><name sortKey="Nava, Paola" uniqKey="Nava P">Paola Nava</name>
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</placeName>
<orgName type="university">Université Paul Cézanne</orgName>
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<author><name sortKey="Carissan, Yannick" uniqKey="Carissan Y">Yannick Carissan</name>
<affiliation wicri:level="4"><inist:fA14 i1="02"><s1>UPCAM iSM2 Service D42, UMR 6263, Université Paul Cézanne</s1>
<s2>13397 Marseille</s2>
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<author><name sortKey="Humbel, Stephane" uniqKey="Humbel S">Stéphane Humbel</name>
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<settlement type="city">Marseille</settlement>
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<orgName type="university">Université Paul Cézanne</orgName>
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</author>
<author><name sortKey="Dunach, Elisabet" uniqKey="Dunach E">Elisabet Dunach</name>
<affiliation wicri:level="3"><inist:fA14 i1="01"><s1>Laboratoire de Chimie des Molécules Bioactives et des Arômes, Université de Nice-Sophia Antipolis, CNRS, UMR 6001, Institut de Chimie de Nice, Parc Valrose</s1>
<s2>06108 Nice</s2>
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<sZ>1 aut.</sZ>
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<placeName><region type="region" nuts="2">Provence-Alpes-Côte d'Azur</region>
<settlement type="city">Nice</settlement>
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<date when="2010">2010</date>
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<title level="j" type="main">European journal of organic chemistry : (Print)</title>
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<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Alkoxylation</term>
<term>Allylation</term>
<term>Allylic compound</term>
<term>Catalyst</term>
<term>Catalytic reaction</term>
<term>Chroman derivatives</term>
<term>Indium</term>
<term>Intramolecular reaction</term>
<term>Kinetics</term>
<term>Lewis acid</term>
<term>Mild operating conditions</term>
<term>Oxygen heterocycle</term>
<term>Phenols</term>
<term>Reaction mechanism</term>
<term>Tandem reaction</term>
<term>Theoretical study</term>
</keywords>
<keywords scheme="Pascal" xml:lang="fr"><term>Réaction catalytique</term>
<term>Réaction tandem</term>
<term>Phénols</term>
<term>Composé allylique</term>
<term>Allylation</term>
<term>Réaction intramoléculaire</term>
<term>Alcoxylation</term>
<term>Catalyseur</term>
<term>Condition opératoire modérée</term>
<term>Dérivé du chromane</term>
<term>Cinétique</term>
<term>Mécanisme réaction</term>
<term>Etude théorique</term>
<term>Indium</term>
<term>Acide Lewis</term>
<term>Hétérocycle oxygène</term>
<term>Triflate d'indium</term>
<term>Benzopyrane dérivé</term>
</keywords>
</textClass>
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<front><div type="abstract" xml:lang="en">Indium triflate catalysed tandem allylation-intramolecular hydroalkoxylation was efficiently carried out by using 1 mol-% of the catalyst under mild conditions to afford the dihydrobenzopyran ring system (chroman-type structure) in good yields. Kinetic, mechanistic and theoretical studies are also presented.</div>
</front>
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<fA06><s2>32</s2>
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<fA08 i1="01" i2="1" l="ENG"><s1>In<sup>III</sup>
-Catalysed Tandem C-C and C-O Bond Formation between Phenols and Allylic Acetates</s1>
</fA08>
<fA11 i1="01" i2="1"><s1>VECE (Vito)</s1>
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<fA11 i1="05" i2="1"><s1>CARISSAN (Yannick)</s1>
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<fA11 i1="06" i2="1"><s1>HUMBEL (Stéphane)</s1>
</fA11>
<fA11 i1="07" i2="1"><s1>DUNACH (Elisabet)</s1>
</fA11>
<fA14 i1="01"><s1>Laboratoire de Chimie des Molécules Bioactives et des Arômes, Université de Nice-Sophia Antipolis, CNRS, UMR 6001, Institut de Chimie de Nice, Parc Valrose</s1>
<s2>06108 Nice</s2>
<s3>FRA</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>3 aut.</sZ>
<sZ>7 aut.</sZ>
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<s2>13397 Marseille</s2>
<s3>FRA</s3>
<sZ>4 aut.</sZ>
<sZ>5 aut.</sZ>
<sZ>6 aut.</sZ>
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</fA66>
<fC01 i1="01" l="ENG"><s0>Indium triflate catalysed tandem allylation-intramolecular hydroalkoxylation was efficiently carried out by using 1 mol-% of the catalyst under mild conditions to afford the dihydrobenzopyran ring system (chroman-type structure) in good yields. Kinetic, mechanistic and theoretical studies are also presented.</s0>
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<fC02 i1="03" i2="X"><s0>001C03B02</s0>
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<fC02 i1="04" i2="X"><s0>001C03C06A</s0>
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<fC03 i1="01" i2="X" l="FRE"><s0>Réaction catalytique</s0>
<s5>01</s5>
</fC03>
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<s5>01</s5>
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<fC03 i1="01" i2="X" l="SPA"><s0>Reacción catalítica</s0>
<s5>01</s5>
</fC03>
<fC03 i1="02" i2="X" l="FRE"><s0>Réaction tandem</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="ENG"><s0>Tandem reaction</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="SPA"><s0>Reacción tándem</s0>
<s5>02</s5>
</fC03>
<fC03 i1="03" i2="X" l="FRE"><s0>Phénols</s0>
<s2>FX</s2>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="ENG"><s0>Phenols</s0>
<s2>FX</s2>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="SPA"><s0>Fenoles</s0>
<s2>FX</s2>
<s5>03</s5>
</fC03>
<fC03 i1="04" i2="X" l="FRE"><s0>Composé allylique</s0>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="ENG"><s0>Allylic compound</s0>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="SPA"><s0>Compuesto alílico</s0>
<s5>04</s5>
</fC03>
<fC03 i1="05" i2="X" l="FRE"><s0>Allylation</s0>
<s5>05</s5>
</fC03>
<fC03 i1="05" i2="X" l="ENG"><s0>Allylation</s0>
<s5>05</s5>
</fC03>
<fC03 i1="05" i2="X" l="SPA"><s0>Alilación</s0>
<s5>05</s5>
</fC03>
<fC03 i1="06" i2="X" l="FRE"><s0>Réaction intramoléculaire</s0>
<s5>06</s5>
</fC03>
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<s5>06</s5>
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<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="ENG"><s0>Alkoxylation</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="SPA"><s0>Alcoxilación</s0>
<s5>07</s5>
</fC03>
<fC03 i1="08" i2="X" l="FRE"><s0>Catalyseur</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="ENG"><s0>Catalyst</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="SPA"><s0>Catalizador</s0>
<s5>08</s5>
</fC03>
<fC03 i1="09" i2="X" l="FRE"><s0>Condition opératoire modérée</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="ENG"><s0>Mild operating conditions</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="SPA"><s0>Condición operatoria moderada</s0>
<s5>09</s5>
</fC03>
<fC03 i1="10" i2="X" l="FRE"><s0>Dérivé du chromane</s0>
<s2>FR</s2>
<s5>10</s5>
</fC03>
<fC03 i1="10" i2="X" l="ENG"><s0>Chroman derivatives</s0>
<s2>FR</s2>
<s5>10</s5>
</fC03>
<fC03 i1="11" i2="X" l="FRE"><s0>Cinétique</s0>
<s5>12</s5>
</fC03>
<fC03 i1="11" i2="X" l="ENG"><s0>Kinetics</s0>
<s5>12</s5>
</fC03>
<fC03 i1="11" i2="X" l="SPA"><s0>Cinética</s0>
<s5>12</s5>
</fC03>
<fC03 i1="12" i2="X" l="FRE"><s0>Mécanisme réaction</s0>
<s5>13</s5>
</fC03>
<fC03 i1="12" i2="X" l="ENG"><s0>Reaction mechanism</s0>
<s5>13</s5>
</fC03>
<fC03 i1="12" i2="X" l="SPA"><s0>Mecanismo reacción</s0>
<s5>13</s5>
</fC03>
<fC03 i1="13" i2="X" l="FRE"><s0>Etude théorique</s0>
<s5>14</s5>
</fC03>
<fC03 i1="13" i2="X" l="ENG"><s0>Theoretical study</s0>
<s5>14</s5>
</fC03>
<fC03 i1="13" i2="X" l="SPA"><s0>Estudio teórico</s0>
<s5>14</s5>
</fC03>
<fC03 i1="14" i2="X" l="FRE"><s0>Indium</s0>
<s2>NC</s2>
<s5>15</s5>
</fC03>
<fC03 i1="14" i2="X" l="ENG"><s0>Indium</s0>
<s2>NC</s2>
<s5>15</s5>
</fC03>
<fC03 i1="14" i2="X" l="SPA"><s0>Indio</s0>
<s2>NC</s2>
<s5>15</s5>
</fC03>
<fC03 i1="15" i2="X" l="FRE"><s0>Acide Lewis</s0>
<s5>16</s5>
</fC03>
<fC03 i1="15" i2="X" l="ENG"><s0>Lewis acid</s0>
<s5>16</s5>
</fC03>
<fC03 i1="15" i2="X" l="SPA"><s0>Acido Lewis</s0>
<s5>16</s5>
</fC03>
<fC03 i1="16" i2="X" l="FRE"><s0>Hétérocycle oxygène</s0>
<s5>17</s5>
</fC03>
<fC03 i1="16" i2="X" l="ENG"><s0>Oxygen heterocycle</s0>
<s5>17</s5>
</fC03>
<fC03 i1="16" i2="X" l="SPA"><s0>Heterociclo oxígeno</s0>
<s5>17</s5>
</fC03>
<fC03 i1="17" i2="X" l="FRE"><s0>Triflate d'indium</s0>
<s4>INC</s4>
<s5>62</s5>
</fC03>
<fC03 i1="18" i2="X" l="FRE"><s0>Benzopyrane dérivé</s0>
<s4>INC</s4>
<s5>63</s5>
</fC03>
<fN21><s1>073</s1>
</fN21>
</pA>
</standard>
</inist>
</record>
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