A Solution to the 2-Pyridyl Organometallic Cross-Coupling Problem: Regioselective Catalytic Direct Arylation of Pyridine N-Oxides
Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This reactivity permits the use of inexpensive, commercially available, and bench-stable pyridine N-oxides as replacements for problematic 2-metal...
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| Published in | Journal of the American Chemical Society Vol. 127; no. 51; pp. 18020 - 18021 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
28.12.2005
Amer Chemical Soc |
| Subjects | |
| Online Access | Get full text |
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| Abstract | Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This reactivity permits the use of inexpensive, commercially available, and bench-stable pyridine N-oxides as replacements for problematic 2-metallapyridines in palladium-catalyzed cross-coupling reactions. |
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| AbstractList | Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This reactivity permits the use of inexpensive, commercially available, and bench-stable pyridine N-oxides as replacements for problematic 2-metallapyridines in palladium-catalyzed cross-coupling reactions. |
| Author | Campeau, Louis-Charles Rousseaux, Sophie Fagnou, Keith |
| Author_xml | – sequence: 1 givenname: Louis-Charles surname: Campeau fullname: Campeau, Louis-Charles – sequence: 2 givenname: Sophie surname: Rousseaux fullname: Rousseaux, Sophie – sequence: 3 givenname: Keith surname: Fagnou fullname: Fagnou, Keith |
| BackLink | http://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17397880$$DView record in Pascal Francis https://www.ncbi.nlm.nih.gov/pubmed/16366550$$D View this record in MEDLINE/PubMed |
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| CODEN | JACSAT |
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| Keywords | PALLADIUM ACTIVATION COMPLEXES ARYL EFFICIENT DEOXYGENATION H BOND FUNCTIONALIZATION ZINC Platinoid Compounds Arylation Catalytic reaction Regioselectivity Nitrogen heterocycle Catalyst selectivity Transition metal Compounds Six membered ring Nitrone Experimental study Catalyst activity Catalyst |
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| Snippet | Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This... |
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| SubjectTerms | Chemical reactivity Chemistry Chemistry, Multidisciplinary Exact sciences and technology Organic chemistry Physical Sciences Reactivity and mechanisms Science & Technology |
| Title | A Solution to the 2-Pyridyl Organometallic Cross-Coupling Problem: Regioselective Catalytic Direct Arylation of Pyridine N-Oxides |
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