New Trends in Chemistry and Application of Aromatic and Related Selenaheterocycles

Młochowski, J.; Giurg, Mirosław

doi:10.1007/7081_2008_7

Cited by 2 publications

(2 citation statements)

References 223 publications

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“…Thus, considering the importance of the selenophene core, some reviews have been published during the last few decades that describe several strategies to access these compounds [ 117 , 118 , 119 , 120 , 121 , 122 , 123 ]. Among them, a short review was recently published [ 124 ] covering synthetic methods to access several selenophene derivatives, and the synthetic versatility of selenophenes in the formation of new C-C bonds.…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in the Synthesis of Selenophenes and Their Derivatives

et al. 2020

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The selenophene derivatives are an important class of selenium-based heterocyclics. These compounds play an important role in prospecting new drugs, as well as in the development of new light-emitting materials. During the last years, several methods have been emerging to access the selenophene scaffold, employing a diversity of cyclization-based synthetic strategies, involving specific reaction partners and particularities. This review presents a comprehensive discussion on the recent advances in the synthesis of selenophene-based compounds, starting from different precursors, highlighting the main differences, the advantages, and limitations among them.

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Section: Introductionmentioning

confidence: 99%

Recent Advances in the Synthesis of Selenophenes and Their Derivatives

et al. 2020

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“…Novel quinolone‐annulated derivatives possessing an additional heterocyclic ring containing nitrogen, sulfur or selenium atoms were synthesized, and their biological effects were demonstrated . Recently, two series of novel 7‐substituted 6‐oxo‐6,9‐dihydro[1,2,5]selenadiazolo[3,4‐ h ]quinolines and 8‐substituted 9‐oxo‐6,9‐dihydro[1,2,5]selenadiazolo[3,4‐ f ]quinolines were prepared and characterized in our group .…”

Section: Introductionmentioning

confidence: 99%

Photoinduced decarboxylation of 9‐oxo‐6,9‐dihydro[1,2,5]selenadiazolo[3,4‐f]quinoline‐8‐carboxylic acid

Staško

Bella

Rimarčík

et al. 2011

J of Physical Organic Chem

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Photoinduced reactions of 9‐oxo‐6,9‐dihydro[1,2,5]selenadiazolo[3,4‐f]quinoline‐8‐carboxylic acid (SeQCA) were investigated in alkaline media (aqueous NaOH solutions) by electron paramagnetic resonance (EPR) spectroscopy, following the in situ formation of paramagnetic species. According to UV–Vis and nuclear magnetic resonance investigations, protonation (pH ≈ 11) and deprotonation (pH ≈ 13) of the imino hydrogen of the 4‐pyridone moiety has to be considered, reflected also in the different EPR spectra observed upon irradiation. Photoinduced generation of radicals was found only for carboxylate substituted SeQCA; other studied selenadiazoloquinolone derivatives, together with those substituted at the C(8) position (R = H, COOCH2CH3, COOCH3, COCH3 or CN), did not generate paramagnetic species during exposure. Consequently, photodecarboxylation was suggested as the decisive step, accompanied by the decomposition of the selenadiazole ring, resulting in the formation of ortho‐hydroxylate anions. EPR parameters elucidated from experimental EPR spectra obtained at pH ≈ 11 and pH ≈ 13 indicate the formation of oxygen‐centered radicals at the decarboxylated 4‐pyridone ring. EPR spin trapping experiments with nitromethane confirmed a very effective photoinduced electron transfer from all the selenadiazoloquinolones investigated. Copyright © 2011 John Wiley & Sons, Ltd.

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New Trends in Chemistry and Application of Aromatic and Related Selenaheterocycles

Cited by 2 publications

References 223 publications

Recent Advances in the Synthesis of Selenophenes and Their Derivatives

Recent Advances in the Synthesis of Selenophenes and Their Derivatives

Photoinduced decarboxylation of 9‐oxo‐6,9‐dihydro[1,2,5]selenadiazolo[3,4‐f]quinoline‐8‐carboxylic acid

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