Pd-catalyzed post-Ugi intramolecular cyclization to the synthesis of isoquinolone-pyrazole hybrid pharmacophores & discover their antimicrobial and DFT studies.
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| Title: | Pd-catalyzed post-Ugi intramolecular cyclization to the synthesis of isoquinolone-pyrazole hybrid pharmacophores & discover their antimicrobial and DFT studies. |
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| Authors: | Pandya, Keyur M.1,2 (AUTHOR) doctorkpandya@gmail.com, Battula, Satyanarayana1,3 (AUTHOR) satyanarayana.battula@utu.ac.in, Naik, Parth J.3 (AUTHOR) |
| Source: | Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Sep2021, Vol. 81, pN.PAG-N.PAG. 1p. |
| Subjects: | Carboxylic acids, Ring formation (Chemistry), Molecular orbitals, Elemental analysis, Amide derivatives, Chemical synthesis, Pyrazoles, Benzaldehyde |
| Abstract: | [Display omitted] A novel microwave assisted ligand-free palladium-catalyzed post Ugi reaction for the synthesis of isoquinolone and pyrazole mixed pharmacophore derivatives was achieved from isocyanide and pyrazole substituted amide molecules (synthesized by using Ugi reaction). Benzaldehyde, aniline, t -butyl isocyanide and a variety of pyrazole carboxylic acids are being used as starting materials for the Ugi-MCR to generate diverse amide precursors, which in turn provided an access to the synthesis of various isoquinolone-pyrazole hybrid derivatives in moderate to good yields through the isocyanide insertion and successive intramolecular cyclization. The newly synthesized target compounds were characterized by 1H NMR, 13C NMR, HRMS, and elemental analysis. In vitro antimicrobial activity of the prepared molecules was studied against various pathogenic strains; the results obtained were further described with the help of DFT and molecular orbital calculations. Compound 6e and 6g revealed good antimicrobial activity compared to standard drugs kanamycin and amphotericin B. [ABSTRACT FROM AUTHOR] |
| Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science 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: 152604803 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Pd-catalyzed post-Ugi intramolecular cyclization to the synthesis of isoquinolone-pyrazole hybrid pharmacophores & discover their antimicrobial and DFT studies. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Pandya%2C+Keyur+M%2E%22">Pandya, Keyur M.</searchLink><relatesTo>1,2</relatesTo> (AUTHOR)<i> doctorkpandya@gmail.com</i><br /><searchLink fieldCode="AR" term="%22Battula%2C+Satyanarayana%22">Battula, Satyanarayana</searchLink><relatesTo>1,3</relatesTo> (AUTHOR)<i> satyanarayana.battula@utu.ac.in</i><br /><searchLink fieldCode="AR" term="%22Naik%2C+Parth+J%2E%22">Naik, Parth J.</searchLink><relatesTo>3</relatesTo> (AUTHOR) – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Tetrahedron+Letters%3A+International+Organ+for+the+Rapid+Publication+of+Preliminary+Communications+in+Organic+Chemistry%22">Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry</searchLink>. Sep2021, Vol. 81, pN.PAG-N.PAG. 1p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Carboxylic+acids%22">Carboxylic acids</searchLink><br /><searchLink fieldCode="DE" term="%22Ring+formation+%28Chemistry%29%22">Ring formation (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+orbitals%22">Molecular orbitals</searchLink><br /><searchLink fieldCode="DE" term="%22Elemental+analysis%22">Elemental analysis</searchLink><br /><searchLink fieldCode="DE" term="%22Amide+derivatives%22">Amide derivatives</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+synthesis%22">Chemical synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Pyrazoles%22">Pyrazoles</searchLink><br /><searchLink fieldCode="DE" term="%22Benzaldehyde%22">Benzaldehyde</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: [Display omitted] A novel microwave assisted ligand-free palladium-catalyzed post Ugi reaction for the synthesis of isoquinolone and pyrazole mixed pharmacophore derivatives was achieved from isocyanide and pyrazole substituted amide molecules (synthesized by using Ugi reaction). Benzaldehyde, aniline, t -butyl isocyanide and a variety of pyrazole carboxylic acids are being used as starting materials for the Ugi-MCR to generate diverse amide precursors, which in turn provided an access to the synthesis of various isoquinolone-pyrazole hybrid derivatives in moderate to good yields through the isocyanide insertion and successive intramolecular cyclization. The newly synthesized target compounds were characterized by 1H NMR, 13C NMR, HRMS, and elemental analysis. In vitro antimicrobial activity of the prepared molecules was studied against various pathogenic strains; the results obtained were further described with the help of DFT and molecular orbital calculations. Compound 6e and 6g revealed good antimicrobial activity compared to standard drugs kanamycin and amphotericin B. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science 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: 10.1016/j.tetlet.2021.153353 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 1 StartPage: N.PAG Subjects: – SubjectFull: Carboxylic acids Type: general – SubjectFull: Ring formation (Chemistry) Type: general – SubjectFull: Molecular orbitals Type: general – SubjectFull: Elemental analysis Type: general – SubjectFull: Amide derivatives Type: general – SubjectFull: Chemical synthesis Type: general – SubjectFull: Pyrazoles Type: general – SubjectFull: Benzaldehyde Type: general Titles: – TitleFull: Pd-catalyzed post-Ugi intramolecular cyclization to the synthesis of isoquinolone-pyrazole hybrid pharmacophores & discover their antimicrobial and DFT studies. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Pandya, Keyur M. – PersonEntity: Name: NameFull: Battula, Satyanarayana – PersonEntity: Name: NameFull: Naik, Parth J. IsPartOfRelationships: – BibEntity: Dates: – D: 28 M: 09 Text: Sep2021 Type: published Y: 2021 Identifiers: – Type: issn-print Value: 00404039 Numbering: – Type: volume Value: 81 Titles: – TitleFull: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry Type: main |
| ResultId | 1 |
