Regioselective Direct Arylation of Fused 3-Nitropyridines and Other Nitro-Substituted Heteroarenes: The Multipurpose Nature of the Nitro Group as a Directing Group
We report Pd‐ and Ni‐catalysed, guided and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalisation of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro g...
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| Veröffentlicht in: | ChemCatChem 2015-01, Vol.7 (2), p.316-324 |
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| creator | Iaroshenko, Viktor O. Gevorgyan, Ashot Mkrtchyan, Satenik Grigoryan, Tatevik Movsisyan, Ester Villinger, Alexander Langer, Peter |
| description | We report Pd‐ and Ni‐catalysed, guided and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalisation of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro group and a putative reaction mechanism are discussed.
So nitro: We report Pd‐ and Ni‐catalyzed, guided, and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalization of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro group, and a putative reaction mechanism are discussed. |
| doi_str_mv | 10.1002/cctc.201402715 |
| format | Article |
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So nitro: We report Pd‐ and Ni‐catalyzed, guided, and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalization of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro group, and a putative reaction mechanism are discussed.</description><identifier>ISSN: 1867-3880</identifier><identifier>EISSN: 1867-3899</identifier><identifier>DOI: 10.1002/cctc.201402715</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>CH activation ; fused-ring systems ; nickel ; nitrogen heterocycles ; palladium</subject><ispartof>ChemCatChem, 2015-01, Vol.7 (2), p.316-324</ispartof><rights>2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4215-275f3c5d30be71b831c9d7069b07c422155903529501f3b963b36b6ef934effb3</citedby><cites>FETCH-LOGICAL-c4215-275f3c5d30be71b831c9d7069b07c422155903529501f3b963b36b6ef934effb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcctc.201402715$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcctc.201402715$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Iaroshenko, Viktor O.</creatorcontrib><creatorcontrib>Gevorgyan, Ashot</creatorcontrib><creatorcontrib>Mkrtchyan, Satenik</creatorcontrib><creatorcontrib>Grigoryan, Tatevik</creatorcontrib><creatorcontrib>Movsisyan, Ester</creatorcontrib><creatorcontrib>Villinger, Alexander</creatorcontrib><creatorcontrib>Langer, Peter</creatorcontrib><title>Regioselective Direct Arylation of Fused 3-Nitropyridines and Other Nitro-Substituted Heteroarenes: The Multipurpose Nature of the Nitro Group as a Directing Group</title><title>ChemCatChem</title><addtitle>ChemCatChem</addtitle><description>We report Pd‐ and Ni‐catalysed, guided and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalisation of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro group and a putative reaction mechanism are discussed.
So nitro: We report Pd‐ and Ni‐catalyzed, guided, and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalization of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro group, and a putative reaction mechanism are discussed.</description><subject>CH activation</subject><subject>fused-ring systems</subject><subject>nickel</subject><subject>nitrogen heterocycles</subject><subject>palladium</subject><issn>1867-3880</issn><issn>1867-3899</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkU1PGzEQhldVK0GhV86WOG-w1_E67g0tJaGCILWBHK39mA2G7XoZ20B-T_9onS6KeuvJI_t5ZsZ6k-SE0QmjNDura19PMsqmNJNMfEgO2SyXKZ8p9XFfz-hB8tm5R0pzxaU4TH7_gI2xDjqovXkBcmEwVuQct13pje2JbcllcNAQni6NRzts0TSmB0fKviG3_gGQ_H1If4bKeeODj_ACPKAtESL4lawegNyEzpsh4BCHkWXpA8Kud_RHnczRhoGUse_7EqbfjJfHyae27Bx8eT-PkrvLb6tikV7fzq-K8-u0nmZMpJkULa9Fw2kFklUzzmrVyPjRispIREQoykWmBGUtr1TOK55XObSKT6FtK36UnI59B7TPAZzXjzZgH0dqJgXPebRFpCYjVaN1DqHVA5pfJW41o3oXhN4FofdBREGNwqvpYPsfWhfFqvjXTUfXOA9ve7fEJ53LGKBeL-f6-2Iu79fFhWb8Dw5wnc4</recordid><startdate>201501</startdate><enddate>201501</enddate><creator>Iaroshenko, Viktor O.</creator><creator>Gevorgyan, Ashot</creator><creator>Mkrtchyan, Satenik</creator><creator>Grigoryan, Tatevik</creator><creator>Movsisyan, Ester</creator><creator>Villinger, Alexander</creator><creator>Langer, Peter</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201501</creationdate><title>Regioselective Direct Arylation of Fused 3-Nitropyridines and Other Nitro-Substituted Heteroarenes: The Multipurpose Nature of the Nitro Group as a Directing Group</title><author>Iaroshenko, Viktor O. ; Gevorgyan, Ashot ; Mkrtchyan, Satenik ; Grigoryan, Tatevik ; Movsisyan, Ester ; Villinger, Alexander ; Langer, Peter</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4215-275f3c5d30be71b831c9d7069b07c422155903529501f3b963b36b6ef934effb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>CH activation</topic><topic>fused-ring systems</topic><topic>nickel</topic><topic>nitrogen heterocycles</topic><topic>palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Iaroshenko, Viktor O.</creatorcontrib><creatorcontrib>Gevorgyan, Ashot</creatorcontrib><creatorcontrib>Mkrtchyan, Satenik</creatorcontrib><creatorcontrib>Grigoryan, Tatevik</creatorcontrib><creatorcontrib>Movsisyan, Ester</creatorcontrib><creatorcontrib>Villinger, Alexander</creatorcontrib><creatorcontrib>Langer, Peter</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>ChemCatChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Iaroshenko, Viktor O.</au><au>Gevorgyan, Ashot</au><au>Mkrtchyan, Satenik</au><au>Grigoryan, Tatevik</au><au>Movsisyan, Ester</au><au>Villinger, Alexander</au><au>Langer, Peter</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Regioselective Direct Arylation of Fused 3-Nitropyridines and Other Nitro-Substituted Heteroarenes: The Multipurpose Nature of the Nitro Group as a Directing Group</atitle><jtitle>ChemCatChem</jtitle><addtitle>ChemCatChem</addtitle><date>2015-01</date><risdate>2015</risdate><volume>7</volume><issue>2</issue><spage>316</spage><epage>324</epage><pages>316-324</pages><issn>1867-3880</issn><eissn>1867-3899</eissn><abstract>We report Pd‐ and Ni‐catalysed, guided and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalisation of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro group and a putative reaction mechanism are discussed.
So nitro: We report Pd‐ and Ni‐catalyzed, guided, and regioselective CH arylations of a series of fused 3‐nitropyridines. The method described here is a facile tool for the chemical functionalization of drug‐like fused pyridines. The scope and limitations of the reaction, the chemical potential of the nitro group, and a putative reaction mechanism are discussed.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/cctc.201402715</doi><tpages>9</tpages></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | CH activation fused-ring systems nickel nitrogen heterocycles palladium |
| title | Regioselective Direct Arylation of Fused 3-Nitropyridines and Other Nitro-Substituted Heteroarenes: The Multipurpose Nature of the Nitro Group as a Directing Group |
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