Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Gold‐Catalyzed Annulation of Ynamides with Aminocarbonyls as a Route to 2‐Aminoquinolines Diversely Substituted at the 4th‐Position. / Shcherbakov, Nikolay V.; Kotikova, Polina F.; Chikunova, Elena I.; Dar'in, Dmitry V.; Kukushkin, Vadim Yu.; Dubovtsev, Alexey Yu.
в: Advanced Synthesis and Catalysis, Том 365, № 14, 2023, стр. 2428-2434.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Gold‐Catalyzed Annulation of Ynamides with Aminocarbonyls as a Route to 2‐Aminoquinolines Diversely Substituted at the 4th‐Position
AU - Shcherbakov, Nikolay V.
AU - Kotikova, Polina F.
AU - Chikunova, Elena I.
AU - Dar'in, Dmitry V.
AU - Kukushkin, Vadim Yu.
AU - Dubovtsev, Alexey Yu.
PY - 2023
Y1 - 2023
N2 - Gold-catalyzed interplay between ynamides and aminocarbonyls comprises a route to 2-aminoquinolines. This modular annulation proceeds under relatively mild conditions (Ph3PAuCl/AgNTf2 5 mol %, DCE, 60–80 °C), and a number of functionalities were compatible (42 examples; 25–98% yields). In contrast to a group of other gold-catalyzed methods employing the ynamide/amine combinations for the assembly of 2-aminoquinolines, the developed approach utilizes a diversity of aminocarbonyl substrates and, in particular, allows a variation of the substituents in the 4th quinoline position. The synthetic potential of the obtained heterocyclic products was illustrated by post-modifications of the quinoline backbone and the peripheral substituents.
AB - Gold-catalyzed interplay between ynamides and aminocarbonyls comprises a route to 2-aminoquinolines. This modular annulation proceeds under relatively mild conditions (Ph3PAuCl/AgNTf2 5 mol %, DCE, 60–80 °C), and a number of functionalities were compatible (42 examples; 25–98% yields). In contrast to a group of other gold-catalyzed methods employing the ynamide/amine combinations for the assembly of 2-aminoquinolines, the developed approach utilizes a diversity of aminocarbonyl substrates and, in particular, allows a variation of the substituents in the 4th quinoline position. The synthetic potential of the obtained heterocyclic products was illustrated by post-modifications of the quinoline backbone and the peripheral substituents.
KW - Alkynes
KW - Gold catalysis
KW - Homogeneous catalysis
KW - Quinolines
KW - Synthetic methods
UR - https://www.mendeley.com/catalogue/bb75f218-f023-3cd7-a8ad-cd5b65900e81/
U2 - 10.1002/adsc.202300484
DO - 10.1002/adsc.202300484
M3 - Article
VL - 365
SP - 2428
EP - 2434
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
IS - 14
ER -
ID: 110778153