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

Guryev A, Hahn F, Marschall M, Tsogoeva S (2019)


Publication Type: Journal article

Publication year: 2019

Journal

Book Volume: 25

Pages Range: 4062-4066

Journal Issue: 16

DOI: 10.1002/chem.201900078

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.

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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.

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