Visible-Light-Driven C-H Oxidation of Cyclic Tertiary Amines: Access to Synthetic Strychnos Alkaloids with Antiviral Activity

Journal article


Publication Details

Author(s): Guryev A, Hahn F, Marschall M, Tsogoeva S
Journal: Chemistry - A European Journal
Publication year: 2019
Volume: 25
Journal issue: 16
Pages range: 4062-4066
ISSN: 0947-6539
eISSN: 1521-3765


Abstract

Air and visible light have been used in facile direct C-H oxidation of cyclic tertiary amines at ambient conditions, employing organic dyes as photocatalysts and LED. Tolerance of this new environmentally compatible protocol to various side-chain derivatizations of tryptoline and tetrahydroisoquinoline substrates was demonstrated. The developed method provides a straightforward and sustainable route towards delta-lactams, which feature strong antiviral properties (EC50 down to 4.6 +/- 1.8 mu m) against human cytomegalovirus (HCMV). The clear advantages, which are easily available and inexpensive reagents, organic dyes, visible light, air/O-2 and atom efficiency, make this system highly appealing for synthesis of versatile Strychnocarpine alkaloid derivatives with antiviral activity.


FAU Authors / FAU Editors

Guryev, Anton
Professur für Organische Chemie
Hahn, Friedrich
Professur für Virologie
Marschall, Manfred apl. Prof. Dr.
Medizinische Fakultät
Tsogoeva, Svetlana Prof. Dr.
Professur für Organische Chemie


Additional Organisation
Virologisches Institut - Klinische und Molekulare Virologie


How to cite

APA:
Guryev, A., Hahn, F., Marschall, M., & Tsogoeva, S. (2019). Visible-Light-Driven C-H Oxidation of Cyclic Tertiary Amines: Access to Synthetic Strychnos Alkaloids with Antiviral Activity. Chemistry - A European Journal, 25(16), 4062-4066. https://dx.doi.org/10.1002/chem.201900078

MLA:
Guryev, Anton, et al. "Visible-Light-Driven C-H Oxidation of Cyclic Tertiary Amines: Access to Synthetic Strychnos Alkaloids with Antiviral Activity." Chemistry - A European Journal 25.16 (2019): 4062-4066.

BibTeX: 

Last updated on 2019-08-04 at 09:38

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