New Efficient Synthesis of 6,12-Dihydro-5 H -quinazolino[3,2- a ] quinazolin-5-ones via Ugi/Staudinger/Aza-Wittig/Addition/Nucleophilic Acyl Substitution Sequence.
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| Title: | New Efficient Synthesis of 6,12-Dihydro-5 H -quinazolino[3,2- a ] quinazolin-5-ones via Ugi/Staudinger/Aza-Wittig/Addition/Nucleophilic Acyl Substitution Sequence. |
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| Authors: | Yang, Mao-Lin1 (AUTHOR), Chen, Hao-Ran1 (AUTHOR), Zhao, Long1 (AUTHOR), Ding, Ming-Wu1 (AUTHOR) |
| Source: | Synthesis. Feb2023, Vol. 55 Issue 3, p465-472. 8p. |
| Subjects: | Isocyanides, Isocyanates, Amides, Triphenylphosphine, Quinazoline |
| Abstract: | A new efficient synthesis of 6,12-dihydro-5 H -quinazolino[3,2- a ]quinazolin-5-ones by sequential Ugi/Staudinger/aza-Wittig/addition/nucleophilic acyl substitution has been developed. α-Amino amides, obtained from Ugi-3CR of 2-azidobenzaldehydes, methyl 2-aminobenzoates, and isocyanides in the presence of catalytic amount of phenylphosphinic acid, reacted with triphenylphosphine and isocyanates to give 6,12-dihydro-5 H -quinazolino[3,2- a ]quinazolin-5-ones in good yields. This method provides a domino and effective strategy for the preparation of various substituted quinazolino[3,2- a ]quinazolin-5-ones under mild reaction condition. [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: 161282203 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: New Efficient Synthesis of 6,12-Dihydro-5 H -quinazolino[3,2- a ] quinazolin-5-ones via Ugi/Staudinger/Aza-Wittig/Addition/Nucleophilic Acyl Substitution Sequence. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Yang%2C+Mao-Lin%22">Yang, Mao-Lin</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Chen%2C+Hao-Ran%22">Chen, Hao-Ran</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Zhao%2C+Long%22">Zhao, Long</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Ding%2C+Ming-Wu%22">Ding, Ming-Wu</searchLink><relatesTo>1</relatesTo> (AUTHOR) – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Synthesis%22">Synthesis</searchLink>. Feb2023, Vol. 55 Issue 3, p465-472. 8p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Isocyanides%22">Isocyanides</searchLink><br /><searchLink fieldCode="DE" term="%22Isocyanates%22">Isocyanates</searchLink><br /><searchLink fieldCode="DE" term="%22Amides%22">Amides</searchLink><br /><searchLink fieldCode="DE" term="%22Triphenylphosphine%22">Triphenylphosphine</searchLink><br /><searchLink fieldCode="DE" term="%22Quinazoline%22">Quinazoline</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: A new efficient synthesis of 6,12-dihydro-5 H -quinazolino[3,2- a ]quinazolin-5-ones by sequential Ugi/Staudinger/aza-Wittig/addition/nucleophilic acyl substitution has been developed. α-Amino amides, obtained from Ugi-3CR of 2-azidobenzaldehydes, methyl 2-aminobenzoates, and isocyanides in the presence of catalytic amount of phenylphosphinic acid, reacted with triphenylphosphine and isocyanates to give 6,12-dihydro-5 H -quinazolino[3,2- a ]quinazolin-5-ones in good yields. This method provides a domino and effective strategy for the preparation of various substituted quinazolino[3,2- a ]quinazolin-5-ones under mild reaction condition. [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/a-1932-5811 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 8 StartPage: 465 Subjects: – SubjectFull: Isocyanides Type: general – SubjectFull: Isocyanates Type: general – SubjectFull: Amides Type: general – SubjectFull: Triphenylphosphine Type: general – SubjectFull: Quinazoline Type: general Titles: – TitleFull: New Efficient Synthesis of 6,12-Dihydro-5 H -quinazolino[3,2- a ] quinazolin-5-ones via Ugi/Staudinger/Aza-Wittig/Addition/Nucleophilic Acyl Substitution Sequence. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Yang, Mao-Lin – PersonEntity: Name: NameFull: Chen, Hao-Ran – PersonEntity: Name: NameFull: Zhao, Long – PersonEntity: Name: NameFull: Ding, Ming-Wu IsPartOfRelationships: – BibEntity: Dates: – D: 02 M: 02 Text: Feb2023 Type: published Y: 2023 Identifiers: – Type: issn-print Value: 00397881 Numbering: – Type: volume Value: 55 – Type: issue Value: 3 Titles: – TitleFull: Synthesis Type: main |
| ResultId | 1 |
