Regio- and diastereoselective indium-catalyzed Conia-ene reaction of ortho-alkynyl diketopiperazines to access fused diketopiperazinoindolines
An efficient synthesis of diketopiperazinoindolines through an indium-catalyzed intramolecular 5-exo-dig cyclization of ortho-alkynyl diketopiperazines has been reported. The formation of diketopiperazinoindolines proceeds via a regio- and diastereoselective Conia-ene reaction. This synthetic method...
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| Hauptverfasser: | , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
June 16, 2020
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| In: |
The journal of organic chemistry
Year: 2020, Jahrgang: 85, Heft: 13, Pages: 8544-8552 |
| ISSN: | 1520-6904 |
| DOI: | 10.1021/acs.joc.0c00895 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.joc.0c00895
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| Verfasserangaben: | Hossein Zahedian Tejeneki, Ali Nikbakht, Saeed Balalaie, and Frank Rominger |
| Zusammenfassung: | An efficient synthesis of diketopiperazinoindolines through an indium-catalyzed intramolecular 5-exo-dig cyclization of ortho-alkynyl diketopiperazines has been reported. The formation of diketopiperazinoindolines proceeds via a regio- and diastereoselective Conia-ene reaction. This synthetic method opens a new door for easy access to functionalized fused diketopiperazinoindolines in high to excellent yields with exclusive Z diastereoselectivity. |
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| Beschreibung: | Gesehen am 13.08.2020 |
| Beschreibung: | Online Resource |
| ISSN: | 1520-6904 |
| DOI: | 10.1021/acs.joc.0c00895 |