Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Synthesis of Novel 2-(4-Arylthiophenyl)quinazolin-4(3H)-ones Using S-Arylation Reaction. / Kudryashova, Ekaterina A.; Valieva, Maria I.; Shtaitz, Yaroslav K.; Moshkina, Tatyana N.; Slepukhin, Pavel A.; Gaviko, Vasily S.; Novikov, Alexander S.; Nosova, Emiliya V.; Kopchuk, Dmitry S.
в: Russian Journal of General Chemistry, Том 96, № 4, 45, 01.04.2026.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Synthesis of Novel 2-(4-Arylthiophenyl)quinazolin-4(3H)-ones Using S-Arylation Reaction
AU - Kudryashova, Ekaterina A.
AU - Valieva, Maria I.
AU - Shtaitz, Yaroslav K.
AU - Moshkina, Tatyana N.
AU - Slepukhin, Pavel A.
AU - Gaviko, Vasily S.
AU - Novikov, Alexander S.
AU - Nosova, Emiliya V.
AU - Kopchuk, Dmitry S.
PY - 2026/4/1
Y1 - 2026/4/1
N2 - Abstract: 2-(4-Methylthiophenyl)quinazolin-4(3H)-one was prepared by condensation of 2-aminobenzamide with 4-methylthiobenzaldehyde in a two-step approach with isolation of the intermediate azomethine and subsequent dehydrogenation of the latter using DDQ. It was shown that the reaction of quinazolin-4(3H)-one with arynes, generated in situ from corresponding anthranilic acids, proceeds exclusively via an S-arylation pathway and leads to a series of previously unknown 2-substituted quinazolin-4(3H)-ones. A similar approach proved effective for the synthesis of 4-phenyl substituted 2-arylquinazolines, which expands the possibilities for modification of the quinazoline system. New quinazolines exhibit solid-state fluorescence with absolute quantum yield up to 10%, indicating their potential as functional luminescent materials.
AB - Abstract: 2-(4-Methylthiophenyl)quinazolin-4(3H)-one was prepared by condensation of 2-aminobenzamide with 4-methylthiobenzaldehyde in a two-step approach with isolation of the intermediate azomethine and subsequent dehydrogenation of the latter using DDQ. It was shown that the reaction of quinazolin-4(3H)-one with arynes, generated in situ from corresponding anthranilic acids, proceeds exclusively via an S-arylation pathway and leads to a series of previously unknown 2-substituted quinazolin-4(3H)-ones. A similar approach proved effective for the synthesis of 4-phenyl substituted 2-arylquinazolines, which expands the possibilities for modification of the quinazoline system. New quinazolines exhibit solid-state fluorescence with absolute quantum yield up to 10%, indicating their potential as functional luminescent materials.
KW - S-arylation
KW - anthranilic acids
KW - diazotization
KW - luminescence
KW - quinazolin-4(3H)-one
UR - https://www.mendeley.com/catalogue/66e305ae-8206-364c-82d6-70fb92060178/
U2 - 10.1134/s1070363225606763
DO - 10.1134/s1070363225606763
M3 - Article
VL - 96
JO - Russian Journal of General Chemistry
JF - Russian Journal of General Chemistry
SN - 1070-3632
IS - 4
M1 - 45
ER -
ID: 149404648