Imidazole-Fused Enediynes by Selective C5-C4 Alkynylations of 4,5-Dibromoimidazoles.
Saved in:
| Title: | Imidazole-Fused Enediynes by Selective C5-C4 Alkynylations of 4,5-Dibromoimidazoles. |
|---|---|
| Authors: | Lessi, Marco1, Panattoni, Alessandro2, Guglielmero, Luca1,3, Minei, Pierpaolo1, Bellina, Fabio1 fabio.bellina@unipi.it |
| Source: | Synthesis. 2019, Vol. 51 Issue 4, p933-943. 11p. |
| Subjects: | Imidazoles, Enediynes, Palladium, Sonogashira reaction, Aromatization |
| Abstract: | An efficient synthesis of symmetrical 1,2-disubstituted 4,5- dialkynylimidazoles by Sonogashira alkynylation of the corresponding 4,5-dibromo derivatives was developed. Moreover, through a careful tuning of the palladium ligand, unsymmetrical 1,2-disusbtituted 4,5-dialkynylimidazoles were also prepared through a regioselective C5 alkynylation of 4,5-dibromoimidazoles, followed by a second alkynylation involving the 4-bromo derivatives so obtained. This interesting class of imidazole-fused enediynes is also able to give thermal Bergman cycloaromatization (BC), as proved by DSC experiments. [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 |
|---|---|
| Header | DbId: egs DbLabel: Engineering Source An: 134440712 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
| IllustrationInfo | |
| Items | – Name: Title Label: Title Group: Ti Data: Imidazole-Fused Enediynes by Selective C5-C4 Alkynylations of 4,5-Dibromoimidazoles. – 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="%22Panattoni%2C+Alessandro%22">Panattoni, Alessandro</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Guglielmero%2C+Luca%22">Guglielmero, Luca</searchLink><relatesTo>1,3</relatesTo><br /><searchLink fieldCode="AR" term="%22Minei%2C+Pierpaolo%22">Minei, Pierpaolo</searchLink><relatesTo>1</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>. 2019, Vol. 51 Issue 4, p933-943. 11p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Imidazoles%22">Imidazoles</searchLink><br /><searchLink fieldCode="DE" term="%22Enediynes%22">Enediynes</searchLink><br /><searchLink fieldCode="DE" term="%22Palladium%22">Palladium</searchLink><br /><searchLink fieldCode="DE" term="%22Sonogashira+reaction%22">Sonogashira reaction</searchLink><br /><searchLink fieldCode="DE" term="%22Aromatization%22">Aromatization</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: An efficient synthesis of symmetrical 1,2-disubstituted 4,5- dialkynylimidazoles by Sonogashira alkynylation of the corresponding 4,5-dibromo derivatives was developed. Moreover, through a careful tuning of the palladium ligand, unsymmetrical 1,2-disusbtituted 4,5-dialkynylimidazoles were also prepared through a regioselective C5 alkynylation of 4,5-dibromoimidazoles, followed by a second alkynylation involving the 4-bromo derivatives so obtained. This interesting class of imidazole-fused enediynes is also able to give thermal Bergman cycloaromatization (BC), as proved by DSC experiments. [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.) |
| PLink | https://search.ebscohost.com/login.aspx?direct=true&site=eds-live&db=egs&AN=134440712 |
| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1055/s-0037-1610666 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 11 StartPage: 933 Subjects: – SubjectFull: Imidazoles Type: general – SubjectFull: Enediynes Type: general – SubjectFull: Palladium Type: general – SubjectFull: Sonogashira reaction Type: general – SubjectFull: Aromatization Type: general Titles: – TitleFull: Imidazole-Fused Enediynes by Selective C5-C4 Alkynylations of 4,5-Dibromoimidazoles. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Lessi, Marco – PersonEntity: Name: NameFull: Panattoni, Alessandro – PersonEntity: Name: NameFull: Guglielmero, Luca – PersonEntity: Name: NameFull: Minei, Pierpaolo – PersonEntity: Name: NameFull: Bellina, Fabio IsPartOfRelationships: – BibEntity: Dates: – D: 15 M: 02 Text: 2019 Type: published Y: 2019 Identifiers: – Type: issn-print Value: 00397881 Numbering: – Type: volume Value: 51 – Type: issue Value: 4 Titles: – TitleFull: Synthesis Type: main |
| ResultId | 1 |
