Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates†
Identifieur interne : 003470 ( Pmc/Curation ); précédent : 003469; suivant : 003471Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates†
Auteurs : Kalicharan Cattopadhyay ; Antonio Recio [États-Unis] ; Jon A. Tunge [États-Unis]Source :
- Organic & biomolecular chemistry [ 1477-0520 ] ; 2012.
Abstract
We report the palladium-catalyzed, pyrrolidine-mediated α-benzylation of enamines generated from aldehydes and ketones. The method allows for direct coupling of medicinally relevant coumarin moieties with aldehydes and ketones in good yield under mild conditions. The reaction is believed to proceed via a Pd-π-benzyl complex generated from (coumarinyl)methyl acetates.
Url:
DOI: 10.1039/c2ob25962a
PubMed: 22832549
PubMed Central: 3443958
Links toward previous steps (curation, corpus...)
- to stream Pmc, to step Corpus: Pour aller vers cette notice dans l'étape Curation :003471
Links to Exploration step
PMC:3443958Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates<sup><xref ref-type="fn" rid="FN1">†</xref>
</sup>
</title>
<author><name sortKey="Cattopadhyay, Kalicharan" sort="Cattopadhyay, Kalicharan" uniqKey="Cattopadhyay K" first="Kalicharan" last="Cattopadhyay">Kalicharan Cattopadhyay</name>
<affiliation><nlm:aff id="A1">Haldia Institute of Technology, West Bengal, India,<email>chatterjee_k80@yahoo.co.in</email>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Recio, Antonio" sort="Recio, Antonio" uniqKey="Recio A" first="Antonio" last="Recio">Antonio Recio</name>
<affiliation wicri:level="1"><nlm:aff id="A2">2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence, USA</nlm:aff>
<country xml:lang="fr">États-Unis</country>
<wicri:regionArea>2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence</wicri:regionArea>
</affiliation>
</author>
<author><name sortKey="Tunge, Jon A" sort="Tunge, Jon A" uniqKey="Tunge J" first="Jon A." last="Tunge">Jon A. Tunge</name>
<affiliation wicri:level="1"><nlm:aff id="A2">2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence, USA</nlm:aff>
<country xml:lang="fr">États-Unis</country>
<wicri:regionArea>2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence</wicri:regionArea>
</affiliation>
</author>
</titleStmt>
<publicationStmt><idno type="wicri:source">PMC</idno>
<idno type="pmid">22832549</idno>
<idno type="pmc">3443958</idno>
<idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3443958</idno>
<idno type="RBID">PMC:3443958</idno>
<idno type="doi">10.1039/c2ob25962a</idno>
<date when="2012">2012</date>
<idno type="wicri:Area/Pmc/Corpus">003471</idno>
<idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">003471</idno>
<idno type="wicri:Area/Pmc/Curation">003470</idno>
<idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Curation">003470</idno>
</publicationStmt>
<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates<sup><xref ref-type="fn" rid="FN1">†</xref>
</sup>
</title>
<author><name sortKey="Cattopadhyay, Kalicharan" sort="Cattopadhyay, Kalicharan" uniqKey="Cattopadhyay K" first="Kalicharan" last="Cattopadhyay">Kalicharan Cattopadhyay</name>
<affiliation><nlm:aff id="A1">Haldia Institute of Technology, West Bengal, India,<email>chatterjee_k80@yahoo.co.in</email>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Recio, Antonio" sort="Recio, Antonio" uniqKey="Recio A" first="Antonio" last="Recio">Antonio Recio</name>
<affiliation wicri:level="1"><nlm:aff id="A2">2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence, USA</nlm:aff>
<country xml:lang="fr">États-Unis</country>
<wicri:regionArea>2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence</wicri:regionArea>
</affiliation>
</author>
<author><name sortKey="Tunge, Jon A" sort="Tunge, Jon A" uniqKey="Tunge J" first="Jon A." last="Tunge">Jon A. Tunge</name>
<affiliation wicri:level="1"><nlm:aff id="A2">2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence, USA</nlm:aff>
<country xml:lang="fr">États-Unis</country>
<wicri:regionArea>2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence</wicri:regionArea>
</affiliation>
</author>
</analytic>
<series><title level="j">Organic & biomolecular chemistry</title>
<idno type="ISSN">1477-0520</idno>
<idno type="eISSN">1477-0539</idno>
<imprint><date when="2012">2012</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc><textClass></textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en"><p id="P1">We report the palladium-catalyzed, pyrrolidine-mediated α-benzylation of enamines generated from aldehydes and ketones. The method allows for direct coupling of medicinally relevant coumarin moieties with aldehydes and ketones in good yield under mild conditions. The reaction is believed to proceed via a Pd-π-benzyl complex generated from (coumarinyl)methyl acetates.</p>
</div>
</front>
</TEI>
<pmc article-type="research-article"><pmc-comment>The publisher of this article does not allow downloading of the full text in XML form.</pmc-comment>
<pmc-dir>properties manuscript</pmc-dir>
<front><journal-meta><journal-id journal-id-type="nlm-journal-id">101154995</journal-id>
<journal-id journal-id-type="pubmed-jr-id">30417</journal-id>
<journal-id journal-id-type="nlm-ta">Org Biomol Chem</journal-id>
<journal-id journal-id-type="iso-abbrev">Org. Biomol. Chem.</journal-id>
<journal-title-group><journal-title>Organic & biomolecular chemistry</journal-title>
</journal-title-group>
<issn pub-type="ppub">1477-0520</issn>
<issn pub-type="epub">1477-0539</issn>
</journal-meta>
<article-meta><article-id pub-id-type="pmid">22832549</article-id>
<article-id pub-id-type="pmc">3443958</article-id>
<article-id pub-id-type="doi">10.1039/c2ob25962a</article-id>
<article-id pub-id-type="manuscript">NIHMS399720</article-id>
<article-categories><subj-group subj-group-type="heading"><subject>Article</subject>
</subj-group>
</article-categories>
<title-group><article-title>Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates<sup><xref ref-type="fn" rid="FN1">†</xref>
</sup>
</article-title>
</title-group>
<contrib-group><contrib contrib-type="author"><name><surname>Cattopadhyay</surname>
<given-names>Kalicharan</given-names>
</name>
<xref ref-type="aff" rid="A1">a</xref>
</contrib>
<contrib contrib-type="author"><name><surname>Recio</surname>
<given-names>Antonio</given-names>
<suffix>III</suffix>
</name>
<xref ref-type="aff" rid="A2">b</xref>
</contrib>
<contrib contrib-type="author"><name><surname>Tunge</surname>
<given-names>Jon A.</given-names>
</name>
<xref ref-type="corresp" rid="CR1">*</xref>
<xref ref-type="aff" rid="A2">b</xref>
</contrib>
</contrib-group>
<aff id="A1"><label>a</label>
Haldia Institute of Technology, West Bengal, India,<email>chatterjee_k80@yahoo.co.in</email>
</aff>
<aff id="A2"><label>b</label>
2010 Malott Hall, 1251 Wescoe Hall Dr., Lawrence, USA</aff>
<author-notes><corresp id="CR1"><label>*</label>
<email>tunge@ku.edu</email>
; Fax: +1 (785) 864 5396; Tel: +1 (785) 864-4136
</corresp>
</author-notes>
<pub-date pub-type="nihms-submitted"><day>13</day>
<month>8</month>
<year>2012</year>
</pub-date>
<pub-date pub-type="epub"><day>25</day>
<month>7</month>
<year>2012</year>
</pub-date>
<pub-date pub-type="ppub"><day>14</day>
<month>9</month>
<year>2012</year>
</pub-date>
<pub-date pub-type="pmc-release"><day>14</day>
<month>9</month>
<year>2013</year>
</pub-date>
<volume>10</volume>
<issue>34</issue>
<fpage>6826</fpage>
<lpage>6829</lpage>
<permissions><copyright-statement>© The Royal Society of Chemistry 2012</copyright-statement>
<copyright-year>2012</copyright-year>
</permissions>
<abstract><p id="P1">We report the palladium-catalyzed, pyrrolidine-mediated α-benzylation of enamines generated from aldehydes and ketones. The method allows for direct coupling of medicinally relevant coumarin moieties with aldehydes and ketones in good yield under mild conditions. The reaction is believed to proceed via a Pd-π-benzyl complex generated from (coumarinyl)methyl acetates.</p>
</abstract>
<funding-group><award-group><funding-source country="United States">National Institute of General Medical Sciences : NIGMS</funding-source>
<award-id>R01 GM079644 || GM</award-id>
</award-group>
<award-group><funding-source country="United States">National Institute of General Medical Sciences : NIGMS</funding-source>
<award-id>P50 GM069663 || GM</award-id>
</award-group>
</funding-group>
</article-meta>
</front>
</pmc>
</record>
Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Wicri/Sante/explor/LymphedemaV1/Data/Pmc/Curation
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 003470 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Pmc/Curation/biblio.hfd -nk 003470 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien |wiki= Wicri/Sante |area= LymphedemaV1 |flux= Pmc |étape= Curation |type= RBID |clé= PMC:3443958 |texte= Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates† }}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/Pmc/Curation/RBID.i -Sk "pubmed:22832549" \ | HfdSelect -Kh $EXPLOR_AREA/Data/Pmc/Curation/biblio.hfd \ | NlmPubMed2Wicri -a LymphedemaV1
This area was generated with Dilib version V0.6.31. |