doi: 10.1002/anie.201611463.
Epub 2017 Jan 20.
Controllable Remote C-H Bond Functionalization by Visible-Light Photocatalysis
Affiliations
- PMID: 28106313
- DOI: 10.1002/anie.201611463
Item in Clipboard
Controllable Remote C-H Bond Functionalization by Visible-Light Photocatalysis
Angew Chem Int Ed Engl.
.
Abstract
Remote control: New strategies for the activation of remote C(sp3 )-H bonds by photoredox-catalyzed (PC) radical translocation via O- and N-centered radicals have recently been described. These methods enable the controlled and site-selective functionalization of inert C(sp3 )-H bonds and provide new opportunities for reaction design (HAT=hydrogen atom transfer).
Keywords: C−H functionalization; alkylation; hydrogen atom transfer; photoredox catalysis; radicals.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Similar articles
-
Alkynylation of Csp2 (O)-H Bonds Enabled by Photoredox-Mediated Hydrogen-Atom Transfer.Angew Chem Int Ed Engl. 2017 Nov 13;56(46):14723-14726. doi: 10.1002/anie.201708037. Epub 2017 Oct 11. Angew Chem Int Ed Engl. 2017. PMID: 28929553
-
Site-selective remote C(sp3)-H heteroarylation of amides via organic photoredox catalysis.Nat Commun. 2019 Oct 18;10(1):4743. doi: 10.1038/s41467-019-12722-4. Nat Commun. 2019. PMID: 31628325 Free PMC article.
-
Visible light photoredox-catalysed remote C-H functionalisation enabled by 1,5-hydrogen atom transfer (1,5-HAT).Chem Soc Rev. 2021 Jul 7;50(13):7359-7377. doi: 10.1039/d0cs00774a. Epub 2021 May 20. Chem Soc Rev. 2021. PMID: 34013927
-
Functionalization of C-H Bonds by Photoredox Catalysis.Chem Rec. 2017 Aug;17(8):754-774. doi: 10.1002/tcr.201600125. Epub 2017 Jan 11. Chem Rec. 2017. PMID: 28074599 Review.
-
N-Heterocyclic Carbene Enabled Functionalization of Inert C(Sp3)-H Bonds via Hydrogen Atom Transfer (HAT) Processes.Chemistry. 2024 Aug 22;30(47):e202401811. doi: 10.1002/chem.202401811. Epub 2024 Aug 2. Chemistry. 2024. PMID: 39092881 Review.
Cited by
-
New Catalytic Radical Process Involving 1,4-Hydrogen Atom Abstraction: Asymmetric Construction of Cyclobutanones.J Am Chem Soc. 2021 Aug 4;143(30):11670-11678. doi: 10.1021/jacs.1c04968. Epub 2021 Jul 22. J Am Chem Soc. 2021. PMID: 34292709 Free PMC article.
-
Metal-free alcohol-directed regioselective heteroarylation of remote unactivated C(sp3)-H bonds.Nat Commun. 2018 Aug 21;9(1):3343. doi: 10.1038/s41467-018-05522-9. Nat Commun. 2018. PMID: 30131495 Free PMC article.
-
Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic amines.Chem Sci. 2018 Jun 28;9(30):6374-6378. doi: 10.1039/c8sc01788c. eCollection 2018 Aug 14. Chem Sci. 2018. PMID: 30310565 Free PMC article.
-
DABCO-promoted photocatalytic C-H functionalization of aldehydes.Beilstein J Org Chem. 2021 Dec 21;17:2959-2967. doi: 10.3762/bjoc.17.205. eCollection 2021. Beilstein J Org Chem. 2021. PMID: 35003372 Free PMC article.
-
Photo-induced copper-catalyzed sequential 1,n-HAT enabling the formation of cyclobutanols.Nat Commun. 2021 Nov 4;12(1):6404. doi: 10.1038/s41467-021-26670-5. Nat Commun. 2021. PMID: 34737326 Free PMC article.
Publication types
LinkOut - more resources
Full Text Sources
Other Literature Sources
