Source:http://linkedlifedata.com/resource/pubmed/id/18665598
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
34
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pubmed:dateCreated |
2008-8-21
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pubmed:abstractText |
The first direct arylation via C-OH bond activation of tautomerizable heterocycles has been achieved using phosphonium salts, on the basis of a combination of the phosphonium coupling and Suzuki-Miyaura cross-coupling conditions. Optimal reaction condition is obtained through screening of phosphonium salts, Pd catalysts, and bases. The direct arylation via C-OH bond activation tolerates a variety of tautomerizable heterocycles and aryl boronic acids. The mechanism of the Pd-catalyzed phosphonium coupling is proposed to proceed via a domino seven-step process including the unprecedented heterocycle-Pd(II)-phosphonium species. Application of the Pd-catalyzed direct arylation via C-OH bond activation using PyBroP leads to the most efficient synthesis of the biologically important 6-arylpurine ribonucleoside in a single step from unactivated and unprotected inosine.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Boronic Acids,
http://linkedlifedata.com/resource/pubmed/chemical/Carbon,
http://linkedlifedata.com/resource/pubmed/chemical/Heterocyclic Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Hydroxides,
http://linkedlifedata.com/resource/pubmed/chemical/Palladium,
http://linkedlifedata.com/resource/pubmed/chemical/Phosphonic Acids
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pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
1520-5126
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
27
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pubmed:volume |
130
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
11300-2
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pubmed:meshHeading |
pubmed-meshheading:18665598-Boronic Acids,
pubmed-meshheading:18665598-Carbon,
pubmed-meshheading:18665598-Catalysis,
pubmed-meshheading:18665598-Heterocyclic Compounds,
pubmed-meshheading:18665598-Hydroxides,
pubmed-meshheading:18665598-Models, Chemical,
pubmed-meshheading:18665598-Palladium,
pubmed-meshheading:18665598-Phosphonic Acids
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pubmed:year |
2008
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pubmed:articleTitle |
Pd-catalyzed direct arylation of tautomerizable heterocycles with aryl boronic acids via C-OH bond activation using phosphonium salts.
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pubmed:affiliation |
Johnson & Johnson Pharmaceutical Research and Development, LLC, 665 Stockton Drive, Exton, Pennsylvania 19341, USA. fkang@prdus.jnj.com
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pubmed:publicationType |
Journal Article
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