Direct (Hetero)arylation Reactions of (Hetero)arenes as Tools for the Step- and Atom-Economical Synthesis of Biologically Active Unnatural Compounds Including Pharmaceutical Targets.
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| Title: | Direct (Hetero)arylation Reactions of (Hetero)arenes as Tools for the Step- and Atom-Economical Synthesis of Biologically Active Unnatural Compounds Including Pharmaceutical Targets. |
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| Authors: | Rossi, Renzo1 renzo371@alice.it, Lessi, Marco1,2, Manzini, Chiara1, Marianetti, Giulia3, Bellina, Fabio1,2 fabio.bellina@dcci.unipi.it |
| Source: | Synthesis. 2016, Vol. 48 Issue 22, p3821-3862. 42p. |
| Subjects: | Arylation, Chemoselectivity, Pseudohalides, Chemical derivatives, Heteroarenes |
| Abstract: | The significant number of papers and reviews published in this last decade testifies to the utility of the transition-metal-catalyzed direct C-H (hetero)arylation reactions of (hetero)arenes as efficient and powerful tools for the step- and atom-economical, regio- and chemoselective synthesis of natural and unnatural compounds. However, no review has so far been devoted to summarizing the application of these reactions in the synthesis of biologically active compounds. This review with 341 references aims to fill this gap, providing a comprehensive picture of the transition-metal-catalyzed intra- and intermolecular direct C-H (hetero)arylation reactions of (hetero)arenes with (hetero)aryl halides or pseudohalides that have been used as key steps of syntheses of unnatural biologically relevant compounds including pharmaceutical targets, up to the end of September 2015. Attention has also been directed to provide a brief description of the biological properties of the synthesized compounds. 1 Introduction 2 Syntheses via Intramolecular Direct (Hetero)arylation of (Hetero) arene Derivatives 3 Syntheses via Intermolecular Direct (Hetero)arylation Reactions 3.1 Of Arenes 3.2 Of Five-Membered Heteroarenes with One Heteroatom 3.3 Of Five-Membered Heteroarenes with Two Heteroatoms 3.4 Of Five-Membered Heteroarenes with Three and Four Heteroatoms 3.5 Of Five-Membered Heteroarenes Fused to a Six-Membered Heteroarene 3.6 Of Five-Membered Heteroarene Moieties of Tricyclic Heteroarenes 3.7 Of Six-Membered Heteroarenes 4 Syntheses of Nitrogen-Containing Polycyclic Heteroarene via One-Pot Palladium-Catalyzed Domino Direct Arylation/N-Arylation Reactions 5 Conclusions [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: 119129276 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Direct (Hetero)arylation Reactions of (Hetero)arenes as Tools for the Step- and Atom-Economical Synthesis of Biologically Active Unnatural Compounds Including Pharmaceutical Targets. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Rossi%2C+Renzo%22">Rossi, Renzo</searchLink><relatesTo>1</relatesTo><i> renzo371@alice.it</i><br /><searchLink fieldCode="AR" term="%22Lessi%2C+Marco%22">Lessi, Marco</searchLink><relatesTo>1,2</relatesTo><br /><searchLink fieldCode="AR" term="%22Manzini%2C+Chiara%22">Manzini, Chiara</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Marianetti%2C+Giulia%22">Marianetti, Giulia</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Bellina%2C+Fabio%22">Bellina, Fabio</searchLink><relatesTo>1,2</relatesTo><i> fabio.bellina@dcci.unipi.it</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Synthesis%22">Synthesis</searchLink>. 2016, Vol. 48 Issue 22, p3821-3862. 42p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Arylation%22">Arylation</searchLink><br /><searchLink fieldCode="DE" term="%22Chemoselectivity%22">Chemoselectivity</searchLink><br /><searchLink fieldCode="DE" term="%22Pseudohalides%22">Pseudohalides</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+derivatives%22">Chemical derivatives</searchLink><br /><searchLink fieldCode="DE" term="%22Heteroarenes%22">Heteroarenes</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: The significant number of papers and reviews published in this last decade testifies to the utility of the transition-metal-catalyzed direct C-H (hetero)arylation reactions of (hetero)arenes as efficient and powerful tools for the step- and atom-economical, regio- and chemoselective synthesis of natural and unnatural compounds. However, no review has so far been devoted to summarizing the application of these reactions in the synthesis of biologically active compounds. This review with 341 references aims to fill this gap, providing a comprehensive picture of the transition-metal-catalyzed intra- and intermolecular direct C-H (hetero)arylation reactions of (hetero)arenes with (hetero)aryl halides or pseudohalides that have been used as key steps of syntheses of unnatural biologically relevant compounds including pharmaceutical targets, up to the end of September 2015. Attention has also been directed to provide a brief description of the biological properties of the synthesized compounds. 1 Introduction 2 Syntheses via Intramolecular Direct (Hetero)arylation of (Hetero) arene Derivatives 3 Syntheses via Intermolecular Direct (Hetero)arylation Reactions 3.1 Of Arenes 3.2 Of Five-Membered Heteroarenes with One Heteroatom 3.3 Of Five-Membered Heteroarenes with Two Heteroatoms 3.4 Of Five-Membered Heteroarenes with Three and Four Heteroatoms 3.5 Of Five-Membered Heteroarenes Fused to a Six-Membered Heteroarene 3.6 Of Five-Membered Heteroarene Moieties of Tricyclic Heteroarenes 3.7 Of Six-Membered Heteroarenes 4 Syntheses of Nitrogen-Containing Polycyclic Heteroarene via One-Pot Palladium-Catalyzed Domino Direct Arylation/N-Arylation Reactions 5 Conclusions [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-0036-1588303 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 42 StartPage: 3821 Subjects: – SubjectFull: Arylation Type: general – SubjectFull: Chemoselectivity Type: general – SubjectFull: Pseudohalides Type: general – SubjectFull: Chemical derivatives Type: general – SubjectFull: Heteroarenes Type: general Titles: – TitleFull: Direct (Hetero)arylation Reactions of (Hetero)arenes as Tools for the Step- and Atom-Economical Synthesis of Biologically Active Unnatural Compounds Including Pharmaceutical Targets. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Rossi, Renzo – PersonEntity: Name: NameFull: Lessi, Marco – PersonEntity: Name: NameFull: Manzini, Chiara – PersonEntity: Name: NameFull: Marianetti, Giulia – PersonEntity: Name: NameFull: Bellina, Fabio IsPartOfRelationships: – BibEntity: Dates: – D: 15 M: 11 Text: 2016 Type: published Y: 2016 Identifiers: – Type: issn-print Value: 00397881 Numbering: – Type: volume Value: 48 – Type: issue Value: 22 Titles: – TitleFull: Synthesis Type: main |
| ResultId | 1 |
