Standard

Palladium-Catalyzed Oxidative Cycloaddition of Quinazoline-2,4(1H,3H)-diones and Diarylalkynes via C-H/N-H Activation. / Stepakov, Alexander; Boitsov, Vitali; Filatov, Alexander; Selivanov, Stanislav; Lozovskiy, Stanislav; Ponyaev, Alexander; Pronina, Yulia A.; Комолова, Дарья Дмитриевна.

в: Synthesis, 02.06.2023.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Stepakov, A, Boitsov, V, Filatov, A, Selivanov, S, Lozovskiy, S, Ponyaev, A, Pronina, YA & Комолова, ДД 2023, 'Palladium-Catalyzed Oxidative Cycloaddition of Quinazoline-2,4(1H,3H)-diones and Diarylalkynes via C-H/N-H Activation', Synthesis. https://doi.org/10.1055/a-2105-2850

APA

Stepakov, A., Boitsov, V., Filatov, A., Selivanov, S., Lozovskiy, S., Ponyaev, A., Pronina, Y. A., & Комолова, Д. Д. (2023). Palladium-Catalyzed Oxidative Cycloaddition of Quinazoline-2,4(1H,3H)-diones and Diarylalkynes via C-H/N-H Activation. Synthesis. https://doi.org/10.1055/a-2105-2850

Vancouver

Stepakov A, Boitsov V, Filatov A, Selivanov S, Lozovskiy S, Ponyaev A и пр. Palladium-Catalyzed Oxidative Cycloaddition of Quinazoline-2,4(1H,3H)-diones and Diarylalkynes via C-H/N-H Activation. Synthesis. 2023 Июнь 2. https://doi.org/10.1055/a-2105-2850

Author

Stepakov, Alexander ; Boitsov, Vitali ; Filatov, Alexander ; Selivanov, Stanislav ; Lozovskiy, Stanislav ; Ponyaev, Alexander ; Pronina, Yulia A. ; Комолова, Дарья Дмитриевна. / Palladium-Catalyzed Oxidative Cycloaddition of Quinazoline-2,4(1H,3H)-diones and Diarylalkynes via C-H/N-H Activation. в: Synthesis. 2023.

BibTeX

@article{5393879b79584466b9c78536a4294ca2,
title = "Palladium-Catalyzed Oxidative Cycloaddition of Quinazoline-2,4(1H,3H)-diones and Diarylalkynes via C-H/N-H Activation",
abstract = "The oxidative cycloaddition of 3-subsituted quinazoline-2,4(1H,3H)-diones and alkynes has been developed. The reaction is Pd(II)-catalyzed and successfully occurs in the presence of Ag(I) oxidants. This transformation is assumed to proceed by N-H palladation of the quinazoline-2,4(1H,3H)-dione followed by ortho C-H activation. Using this methodology, a series of 5,6,7,8-tetraaryl-1H-azepino[3,2,1-ij]quinazoline-1,3(2H)-diones were obtained in moderate to good yields. The resulting tricyclic heterocycles can be converted by alkaline hydrolysis into 1H-benzo[b]azepine-9-carboxamide derivatives. DFT calculations have been carried out to shed light on the reaction mechanism.",
author = "Alexander Stepakov and Vitali Boitsov and Alexander Filatov and Stanislav Selivanov and Stanislav Lozovskiy and Alexander Ponyaev and Pronina, {Yulia A.} and Комолова, {Дарья Дмитриевна}",
note = "Publisher: Georg Thieme Verlag KG",
year = "2023",
month = jun,
day = "2",
doi = "10.1055/a-2105-2850",
language = "English",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",

}

RIS

TY - JOUR

T1 - Palladium-Catalyzed Oxidative Cycloaddition of Quinazoline-2,4(1H,3H)-diones and Diarylalkynes via C-H/N-H Activation

AU - Stepakov, Alexander

AU - Boitsov, Vitali

AU - Filatov, Alexander

AU - Selivanov, Stanislav

AU - Lozovskiy, Stanislav

AU - Ponyaev, Alexander

AU - Pronina, Yulia A.

AU - Комолова, Дарья Дмитриевна

N1 - Publisher: Georg Thieme Verlag KG

PY - 2023/6/2

Y1 - 2023/6/2

N2 - The oxidative cycloaddition of 3-subsituted quinazoline-2,4(1H,3H)-diones and alkynes has been developed. The reaction is Pd(II)-catalyzed and successfully occurs in the presence of Ag(I) oxidants. This transformation is assumed to proceed by N-H palladation of the quinazoline-2,4(1H,3H)-dione followed by ortho C-H activation. Using this methodology, a series of 5,6,7,8-tetraaryl-1H-azepino[3,2,1-ij]quinazoline-1,3(2H)-diones were obtained in moderate to good yields. The resulting tricyclic heterocycles can be converted by alkaline hydrolysis into 1H-benzo[b]azepine-9-carboxamide derivatives. DFT calculations have been carried out to shed light on the reaction mechanism.

AB - The oxidative cycloaddition of 3-subsituted quinazoline-2,4(1H,3H)-diones and alkynes has been developed. The reaction is Pd(II)-catalyzed and successfully occurs in the presence of Ag(I) oxidants. This transformation is assumed to proceed by N-H palladation of the quinazoline-2,4(1H,3H)-dione followed by ortho C-H activation. Using this methodology, a series of 5,6,7,8-tetraaryl-1H-azepino[3,2,1-ij]quinazoline-1,3(2H)-diones were obtained in moderate to good yields. The resulting tricyclic heterocycles can be converted by alkaline hydrolysis into 1H-benzo[b]azepine-9-carboxamide derivatives. DFT calculations have been carried out to shed light on the reaction mechanism.

UR - https://www.thieme-connect.de/products/ejournals/abstract/10.1055/a-2105-2850

UR - https://www.mendeley.com/catalogue/bfd54de1-e321-345e-b974-86aa8caf3214/

U2 - 10.1055/a-2105-2850

DO - 10.1055/a-2105-2850

M3 - Article

JO - Synthesis

JF - Synthesis

SN - 0039-7881

ER -

ID: 106841290