Improved Synthesis of Symmetrical 2,5-Diarylimidazoles by One-Pot Palladium-Catalyzed Direct Arylation Tailored on the Electronic Features of the Aryl Halide.
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| Title: | Improved Synthesis of Symmetrical 2,5-Diarylimidazoles by One-Pot Palladium-Catalyzed Direct Arylation Tailored on the Electronic Features of the Aryl Halide. |
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| Authors: | Lessi, Marco1, Panzetta, Gianmarco1, Marianetti, Giulia2, Bellina, Fabio1 fabio.bellina@unipi.it |
| Source: | Synthesis. 2017, Vol. 49 Issue 20, p4676-4686. 11p. |
| Subjects: | Imidazoles, Chemical synthesis, Palladium catalysts, Arylation, Electronic structure, Aryl halides |
| Abstract: | Two methods for the one-pot synthesis of 2,5-diarylimidazoles by palladium-catalyzed direct C--H arylation of 1-substituted imidazoles with aryl bromides have been devised. The first method, promoted by copper(I) iodide, is best suited for electron-poor aryl bromides, and also allows the 2,5-diarylation of thiazole and oxazole. The use of xylene instead of DMA is the key for the efficiency of the second method, which gives the best results with electron-rich aryl bromides. [ABSTRACT FROM AUTHOR] |
| Copyright of Synthesis is the property of Georg Thieme Verlag Stuttgart and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 125518865 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Improved Synthesis of Symmetrical 2,5-Diarylimidazoles by One-Pot Palladium-Catalyzed Direct Arylation Tailored on the Electronic Features of the Aryl Halide. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Lessi%2C+Marco%22">Lessi, Marco</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Panzetta%2C+Gianmarco%22">Panzetta, Gianmarco</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Marianetti%2C+Giulia%22">Marianetti, Giulia</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Bellina%2C+Fabio%22">Bellina, Fabio</searchLink><relatesTo>1</relatesTo><i> fabio.bellina@unipi.it</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Synthesis%22">Synthesis</searchLink>. 2017, Vol. 49 Issue 20, p4676-4686. 11p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Imidazoles%22">Imidazoles</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+synthesis%22">Chemical synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Palladium+catalysts%22">Palladium catalysts</searchLink><br /><searchLink fieldCode="DE" term="%22Arylation%22">Arylation</searchLink><br /><searchLink fieldCode="DE" term="%22Electronic+structure%22">Electronic structure</searchLink><br /><searchLink fieldCode="DE" term="%22Aryl+halides%22">Aryl halides</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: Two methods for the one-pot synthesis of 2,5-diarylimidazoles by palladium-catalyzed direct C--H arylation of 1-substituted imidazoles with aryl bromides have been devised. The first method, promoted by copper(I) iodide, is best suited for electron-poor aryl bromides, and also allows the 2,5-diarylation of thiazole and oxazole. The use of xylene instead of DMA is the key for the efficiency of the second method, which gives the best results with electron-rich aryl bromides. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Synthesis is the property of Georg Thieme Verlag Stuttgart and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1055/s-0036-1589071 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 11 StartPage: 4676 Subjects: – SubjectFull: Imidazoles Type: general – SubjectFull: Chemical synthesis Type: general – SubjectFull: Palladium catalysts Type: general – SubjectFull: Arylation Type: general – SubjectFull: Electronic structure Type: general – SubjectFull: Aryl halides Type: general Titles: – TitleFull: Improved Synthesis of Symmetrical 2,5-Diarylimidazoles by One-Pot Palladium-Catalyzed Direct Arylation Tailored on the Electronic Features of the Aryl Halide. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Lessi, Marco – PersonEntity: Name: NameFull: Panzetta, Gianmarco – PersonEntity: Name: NameFull: Marianetti, Giulia – PersonEntity: Name: NameFull: Bellina, Fabio IsPartOfRelationships: – BibEntity: Dates: – D: 15 M: 10 Text: 2017 Type: published Y: 2017 Identifiers: – Type: issn-print Value: 00397881 Numbering: – Type: volume Value: 49 – Type: issue Value: 20 Titles: – TitleFull: Synthesis Type: main |
| ResultId | 1 |
