Nickel(0)-catalyzed cross-coupling of alkyl arenesulfonates with aryl Grignard reagents
DC Field | Value | Language |
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dc.contributor.author | Cho, Chul-Hee | - |
dc.contributor.author | Yun, Hee-Sung | - |
dc.contributor.author | Park, Kwangyong | - |
dc.date.available | 2019-05-30T09:33:40Z | - |
dc.date.issued | 2003-04 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.issn | 1520-6904 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/25001 | - |
dc.description.abstract | The nickel-catalyzed cross-coupling reactions of neopentyl arenesulfonates with arylmagnesium bromides, involving nucleophilic aromatic substitution of alkyloxysulfonyl groups by aryl nucleophiles, take place in high yields. Optimal efficiencies are obtained by adding 3 + 2 equiv of the Grignard reagent to a mixture of dppfNiCl(2) and the sulfonate in refluxing THF. Neopentyl arenesulfonates are useful sources of the electrophilic aryl groups in these transition metal-catalyzed cross-coupling reactions. Aryl sulfonates are inappropriate due to their ambident reactivity under the reaction conditions. This new cross-coupling reaction can be used for the creative elimination of alkyloxysulfonyl groups from aromatic compounds and for the preparation of unsymmetric terphenyls and oligophenyls. | - |
dc.format.extent | 9 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | Nickel(0)-catalyzed cross-coupling of alkyl arenesulfonates with aryl Grignard reagents | - |
dc.type | Article | - |
dc.identifier.doi | 10.1021/jo026449n | - |
dc.identifier.bibliographicCitation | JOURNAL OF ORGANIC CHEMISTRY, v.68, no.8, pp 3017 - 3025 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.wosid | 000182280900003 | - |
dc.identifier.scopusid | 2-s2.0-0037453624 | - |
dc.citation.endPage | 3025 | - |
dc.citation.number | 8 | - |
dc.citation.startPage | 3017 | - |
dc.citation.title | JOURNAL OF ORGANIC CHEMISTRY | - |
dc.citation.volume | 68 | - |
dc.type.docType | Article | - |
dc.publisher.location | 미국 | - |
dc.subject.keywordPlus | TERT-BUTYL SULFONES | - |
dc.subject.keywordPlus | ULTRASONICALLY DISPERSED POTASSIUM | - |
dc.subject.keywordPlus | SUBSTITUTED UNSYMMETRICAL BIARYLS | - |
dc.subject.keywordPlus | UNACTIVATED NEOPENTYL IODIDES | - |
dc.subject.keywordPlus | DIRECTED ORTHO-METALATION | - |
dc.subject.keywordPlus | SELECTIVE MONO-ARYLATION | - |
dc.subject.keywordPlus | ORGANOBORON COMPOUNDS | - |
dc.subject.keywordPlus | 9-ALKYL-9-BBN DERIVATIVES | - |
dc.subject.keywordPlus | POLYSUBSTITUTED AROMATICS | - |
dc.subject.keywordPlus | ORGANIC ELECTROPHILES | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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