TY  - JOUR
AU  - Filipović, Ana
AU  - Džambaski, Zdravko
AU  - Bondžić, Aleksandra M.
AU  - Bondžić, Bojan P.
PY  - 2023
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/11171
AB  - Visible light promoted photoredox catalyzed formation of α-amino radicals from cyclic tertiary amine compounds and their subsequent addition to Michael acceptors performed in flow conditions allowed access to a wide range of functionalized N-aryl-substituted tetrahydroisoquinolines (THIQs) and N-aryl-substituted tetrahydro-β-carbolines (THBCs). Visible light in conjunction with Ru(bpy)3Cl2 photocatalyst allowed the formation and high reactivities of α-amino radicals in flow conditions at room temperature. These reactions gave valuable products with high efficiencies; some previously unavailable reaction pathways photo or thermal reaction conditions; i.e. direct synthesis of 1-substituted (THBCs) via α-amino radical path were successfully realized in flow. The use of custom-made FEP tube microreactor proved to be the key to succesfull α-amino-radical formation and overall reaction performance in flow. Three types of light transparent custom-made microfluidic devices were tested, among them glass/silicon and FEP type reactor showed very good results in the conversion of tested compounds. Plausible reaction mechanism is proposed in accordance with known principles of photo activation of tertiary amines.
T2  - Photochemical & Photobiological Sciences
T1  - Visible-light promoted photoredox catalysis in flow: addition of biologically important α‑amino radicals to michael acceptors
DO  - 10.1007/s43630-023-00448-8
ER  - 

@article{
author = "Filipović, Ana and Džambaski, Zdravko and Bondžić, Aleksandra M. and Bondžić, Bojan P.",
year = "2023",
abstract = "Visible light promoted photoredox catalyzed formation of α-amino radicals from cyclic tertiary amine compounds and their subsequent addition to Michael acceptors performed in flow conditions allowed access to a wide range of functionalized N-aryl-substituted tetrahydroisoquinolines (THIQs) and N-aryl-substituted tetrahydro-β-carbolines (THBCs). Visible light in conjunction with Ru(bpy)3Cl2 photocatalyst allowed the formation and high reactivities of α-amino radicals in flow conditions at room temperature. These reactions gave valuable products with high efficiencies; some previously unavailable reaction pathways photo or thermal reaction conditions; i.e. direct synthesis of 1-substituted (THBCs) via α-amino radical path were successfully realized in flow. The use of custom-made FEP tube microreactor proved to be the key to succesfull α-amino-radical formation and overall reaction performance in flow. Three types of light transparent custom-made microfluidic devices were tested, among them glass/silicon and FEP type reactor showed very good results in the conversion of tested compounds. Plausible reaction mechanism is proposed in accordance with known principles of photo activation of tertiary amines.",
journal = "Photochemical & Photobiological Sciences",
title = "Visible-light promoted photoredox catalysis in flow: addition of biologically important α‑amino radicals to michael acceptors",
doi = "10.1007/s43630-023-00448-8"
}

Filipović, A., Džambaski, Z., Bondžić, A. M.,& Bondžić, B. P.. (2023). Visible-light promoted photoredox catalysis in flow: addition of biologically important α‑amino radicals to michael acceptors. in Photochemical & Photobiological Sciences.
https://doi.org/10.1007/s43630-023-00448-8

Filipović A, Džambaski Z, Bondžić AM, Bondžić BP. Visible-light promoted photoredox catalysis in flow: addition of biologically important α‑amino radicals to michael acceptors. in Photochemical & Photobiological Sciences. 2023;.
doi:10.1007/s43630-023-00448-8 .

Filipović, Ana, Džambaski, Zdravko, Bondžić, Aleksandra M., Bondžić, Bojan P., "Visible-light promoted photoredox catalysis in flow: addition of biologically important α‑amino radicals to michael acceptors" in Photochemical & Photobiological Sciences (2023),
https://doi.org/10.1007/s43630-023-00448-8 . .

TY  - JOUR
AU  - Džambaski, Zdravko
AU  - Bondžić, Aleksandra M.
AU  - Triandafillidi, Ierasia
AU  - Kokotos, Christoforos G.
AU  - Bondžić, Bojan P.
PY  - 2021
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/9871
AB  - Herein, we demonstrate that organic, single-electron oxidant in the presence of diarylprolinol silylether type catalyst serves as a tool for the transformation of electron-rich enamines to iminium ions. These iminium ions take part in a subsequent Michael-initiated ring-closure (MIRC) reaction with in situ present nucleophile giving rise to overall cyclopropanation reaction of saturated aldehydes. Stereodefined cyclopropanes are obtained in high yields and selectivities. This one-pot transformation represents the additional example of saturated aldehydes being used in the coupled one-pot processes. (Figure presented.).
T2  - Advanced Synthesis and Catalysis
T1  - Organocatalytic, Organic Oxidant Promoted, Enamine C−H Oxidation/Cyclopropanation Reaction
VL  - 363
IS  - 16
SP  - 4002
EP  - 4008
DO  - 10.1002/adsc.202100630
ER  - 

@article{
author = "Džambaski, Zdravko and Bondžić, Aleksandra M. and Triandafillidi, Ierasia and Kokotos, Christoforos G. and Bondžić, Bojan P.",
year = "2021",
abstract = "Herein, we demonstrate that organic, single-electron oxidant in the presence of diarylprolinol silylether type catalyst serves as a tool for the transformation of electron-rich enamines to iminium ions. These iminium ions take part in a subsequent Michael-initiated ring-closure (MIRC) reaction with in situ present nucleophile giving rise to overall cyclopropanation reaction of saturated aldehydes. Stereodefined cyclopropanes are obtained in high yields and selectivities. This one-pot transformation represents the additional example of saturated aldehydes being used in the coupled one-pot processes. (Figure presented.).",
journal = "Advanced Synthesis and Catalysis",
title = "Organocatalytic, Organic Oxidant Promoted, Enamine C−H Oxidation/Cyclopropanation Reaction",
volume = "363",
number = "16",
pages = "4002-4008",
doi = "10.1002/adsc.202100630"
}

Džambaski, Z., Bondžić, A. M., Triandafillidi, I., Kokotos, C. G.,& Bondžić, B. P.. (2021). Organocatalytic, Organic Oxidant Promoted, Enamine C−H Oxidation/Cyclopropanation Reaction. in Advanced Synthesis and Catalysis, 363(16), 4002-4008.
https://doi.org/10.1002/adsc.202100630

Džambaski Z, Bondžić AM, Triandafillidi I, Kokotos CG, Bondžić BP. Organocatalytic, Organic Oxidant Promoted, Enamine C−H Oxidation/Cyclopropanation Reaction. in Advanced Synthesis and Catalysis. 2021;363(16):4002-4008.
doi:10.1002/adsc.202100630 .

Džambaski, Zdravko, Bondžić, Aleksandra M., Triandafillidi, Ierasia, Kokotos, Christoforos G., Bondžić, Bojan P., "Organocatalytic, Organic Oxidant Promoted, Enamine C−H Oxidation/Cyclopropanation Reaction" in Advanced Synthesis and Catalysis, 363, no. 16 (2021):4002-4008,
https://doi.org/10.1002/adsc.202100630 . .