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Keywords = cycloisomerisation

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18 pages, 10785 KB  
Article
Divergent Synthesis of 5,7-Diazaullazines Derivatives through a Combination of Cycloisomerization with Povarov or Alkyne–Carbonyl Metathesis
by Jonas Polkaehn, Peter Ehlers, Alexander Villinger and Peter Langer
Molecules 2024, 29(9), 2159; https://doi.org/10.3390/molecules29092159 - 6 May 2024
Cited by 2 | Viewed by 1723
Abstract
Ullazines and their π-expanded derivatives have gained much attention as active components in various applications, such as in organic photovoltaic cells or as photosensitizers for CO2 photoreduction. Here, we report the divergent synthesis of functionalized diazaullazines by means of two different domino-reactions [...] Read more.
Ullazines and their π-expanded derivatives have gained much attention as active components in various applications, such as in organic photovoltaic cells or as photosensitizers for CO2 photoreduction. Here, we report the divergent synthesis of functionalized diazaullazines by means of two different domino-reactions consisting of either a Povarov/cycloisomerization or alkyne–carbonyl metathesis/cycloisomerization protocol. The corresponding quinolino-diazaullazine and benzoyl-diazaullazine derivatives were obtained in moderate to good yields. Their optical and electronic properties were studied and compared to related, literature-known compounds to obtain insights into the impact of nitrogen doping and π-expansion. Full article
(This article belongs to the Section Organic Chemistry)
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