Visible light-induced α-C(sp3)-H acetalization of saturated heterocycles catalyzed by a dimeric gold complex
Saturated heterocyclic acetals are useful fragments in organic synthesis and other fields. Herein, C(sp3)-H dehydrogenative cross-couplings of ethers, tetrahydrothiophenes, and pyrrolidines were achieved under visible light irradiation by using iodobenzene and an in situ-formed gold complex. The bro...
Gespeichert in:
| Hauptverfasser: | , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
July 17, 2020
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| In: |
Organic letters
Year: 2020, Jahrgang: 22, Heft: 15, Pages: 5844-5849 |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/acs.orglett.0c01924 |
| Online-Zugang: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.orglett.0c01924 Verlag, lizenzpflichtig, Volltext: https://pubs.acs.org/doi/10.1021/acs.orglett.0c01924 
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| Verfasserangaben: | Xiaojia Si, Lumin Zhang, Zuozuo Wu, Matthias Rudolph, Abdullah M. Asiri, and A. Stephen K. Hashmi |
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| 520 | |a Saturated heterocyclic acetals are useful fragments in organic synthesis and other fields. Herein, C(sp3)-H dehydrogenative cross-couplings of ethers, tetrahydrothiophenes, and pyrrolidines were achieved under visible light irradiation by using iodobenzene and an in situ-formed gold complex. The broad functional group compatibility and substrate scope indicate that our strategy is a promising way to synthesize acetal analogues. The method was successfully applied in late-stage modifications of bioactive molecules. Gram scale syntheses and mechanistic studies are also presented. | ||
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