IR-CATALYZED PHOTOREDOX C(sp3)-H BOND ALKYLATION OF N- BENZOXAZOLE AND N-BENZOTHIAZOLE TETRAHYDROISOQUINOLINES IN MICROFLOW REACTORS

17th International Conference on Fundamental and Applied Aspects of Physical Chemistry (Proceedings, Volume II) (2024) [R-02-P, pp. 705-708]   

AUTHOR(S) / АУТОР(И): Bojan Bondžić , Ana Filipović , Zdravko Džambaski , Marija Vučkovski  and Aleksandra M. Bondžić

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DOI: 10.46793/Phys.Chem24II.705B

ABSTRACT / САЖЕТАК:

Functionalization of biologically important tetrahydroisoquinolines (THIQs) is achieved under visible light irradiation in the presence of Ir photocatalyst under microflow conditions. N– Benzoxazol and N-Benzthiazol substituted THIQs were alkylated at C1 position through Ir promoted C-H oxidation/organocatalyzed Mannich reaction sequence. Reactions were optimized in batch conditions regarding photo- and organocatalyst, temperature and light source and subsequently transferred to the custom-made polymeric type microreactor (polydimethylsiloxane polymer, PDMS). Application of the oxygen porous PDMS microreactor proved crucial regarding Ir catalyzed C-H oxidation step and overall reaction performance.

KEYWORDS / КЉУЧНЕ РЕЧИ:

ACKNOWLEDGEMENT / ПРОЈЕКАТ:

This work was supported by the Ministry of Science, Technological Development, and Innovation of the Republic of Serbia (Agreement No. 451-03-66/2024-03/200017 and 451-03-66/2024- 03/200026).

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